Phenyl chloroformate

Tertiary aliphatic amines are also cleaved by HI, but useful products are seldom obtained. Tertiary amines can be cleaved by reaction with phenyl chloroformate R3N -h ClCOOPh —> RCl 4- R2NCOOPh. a-Chloroethyl chloroformate behaves similarly.Alkyl halides may be formed when quaternary ammonium salts are heated R4N+X" R3N -)- RX. ... 

Allylic silanes react with aldehydes, in the presence of Lewis acids, to give an allyl-substituted alcohol. In the case of benzylic silanes, this addition reaction has been induced with Mg(C104)2 under photochemical conditions. The addition of chiral additives leads to the alcohol with good asymmetric induction. In a related reaction, allylic silanes react with acyl halides to produce the corresponding carbonyl derivative. The reaction of phenyl chloroformate, trimethylallylsilane, and AICI3, for example, gave phenyl but-3-enoate. ... 

C14H20CINO2) see Bietamiverine phenyl(chlorocarbonyl)ketene (QHjCIOj 17118-70-6) see Carindacillin phenyl chloroformate... 

Phenyl chloroformate was prepared by the method of Strain et al.2 except that methylene dichloride or chloroform was used in place of benzene as the solvent. The yield was 85-95% [b.p. 74-76° (15 mm.), n2iD 1.5125]. The checkers used commercial phenyl chloroformate (Eastman Kodak). 

An interesting new route to derivative of this ring system was reported by Shankar and Pews <2000H(53)1151>. Triazole derivative 442 was treated first with phenyl chloroformate in the presence of triethylamine followed by reaction with phosphoms trichloride to yield the triazolopyrimidine products 443 in good yield. 

Phenyl 3-f-butylpropiolate, (CH,),CC=CCOOQH5 (1). The ester is prepared by reaction of lithium r-butylacetylide with phenyl chloroformate. 

Phenylcarbamate herbicides, 13 320 N-Phenylcarbamate herbicides, 13 303 Phenyl chloroformate... 

Phenyl carbonochloridate (phenyl chloroformate) effects the dealkylation of tertiary amines A,A-dimethylanilinc yields methyl chloride and the amide 247, and quinuclidine yields the piperidine derivative 248261. 

Pyrimidines can be formed in reactions involving multiple bond formations, and the reactions of this subgroup have a long history <1994HC(52)1>. A recent example is the synthesis of a 6-substituted uracil derivative 740 (Scheme 9), where an a,/3-unsaturated ester 737, A,0-bis(trimethylsilyl)hydroxylamine, phenyl chloroformate, and ammonia supplied the four components of C(4)-C(5)-C(6), N-1, C-2, and N-3, respectively <2000TL4307> ... 

Thus, reaction of (4-3) with A, A -dimethylthioethanolamine leads to the incorporation of the basic side chain in (4-4) via a thioenol ether linkage. One of the methyl groups on nitrogen is then removed by reaction with phenyl chloroformate in the modern version of the von Braun reaction to afford fluradoline (4-5) [5]. 

The formation of activated iminium intermediates derived from nitrogen heterocycles has been reported by Comins . The activation of pyridine derivative such as 214 with phenyl chloroformate provides the pyridinium salt 215, which smoothly reacts with the zinc homoenolate 216 leading to the addition product 217 in 66% yield . The reaction... 

Micellar Effects on the Spontaneous Hydrolysis of Phenyl Chloroformate 133... 

The absolute stereochemistry of broussonetine L (8) was determined by the combination of the benzoate chirality method and the Mosher s method [35-37]. A carbamate (8a) was prepared from broussonetine F (4) by reaction with phenyl chloroformate in tetrahydrofuran-H20 (7 3), and a diacetate (8b) was prepared from 8a with acetic anhydride in pyridine. Finally, a dibenzoate (8c) was obtained by benzoylation of 8b. The CD curve of 8c showed a negative Cotton effect (Ae237 -30.9) and a positive effect (Ae223 +15.9) to confirm a counter-clockwise chirality between two benzoyl groups, Fig. (3) [20]. 

Synonyms. Benzenyl chloride benzenyl trichloride benzylidyne chloride benzyl trichloride phenyl chloroform phenyltrichloromethane toluene trichloride trichloro-methylbenzene... 

Queen153 has recently measured the activation parameters A//, A5 and ACp for the hydrolyses of Me, Et, /z-Pr, /-Pr, and phenyl chloroformates and dimethyl carbamyl chloride in pure water (Table 22), and concluded that a change of mechanism (SN2 to SN1) takes place with increasing electron donation to the chlorocarbamyl group the data, which include solvent isotope effects, are consistent with a unimolecular hydrolysis of isopropyl chloro-formate and dimethyl carbamyl chloride and a bimolecular hydrolysis of the other four compounds. 

The triazolopyrimidine-2-sulfonamides 45 were prepared from the 1,2,4-triazole 40 by reaction with phenyl chloroformate to give 41, whose chlorination gave 42, then transformed to the amide 43. Hydrolysis of... 

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