Butyl acetate bromide,tert

Butane, 1,4-diiodo-, 30, 33 1,4-dinitro-, 34, 37 2-Butanone, 3-acetamido-, 33,1 tert-Butyl acetate, 34, 28 n-BuTYLACETYLENE, 30, 15 tert-Butyl alcohol, 30, 19, 20 32, 20 anhydrous, 34, 54, 55 /erZ-Butylbenzene, 32, 91 terl-Butyl o-benzoylbenzoate, 34, 28 n-Butyl bromide, 30, 16 tert-Butyl bromoacetate, 34, 28 sec-Butyl a-bromopropionate, 35, 15... 

SnI reactions are generally carried out in polar protlc solvents (like water, alcohol, acetic acid, etc.). The reaction between tert-butyl bromide and hydroxide Ion yields tert-butyl alcohol and follows the first order kinetics, i.e., the rate of reaetlon depends upon the concentration of only one reactant, which Is tert- butyl bromide. 

RX. n-butyl bromide n-dodecanyl iodide cyclohexyl iodide ethyl bromo acetate methyl 2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-ot-D-glucopyranoside methyl 2,3,4-tri-0-acetyl-6-deoxy-6-iodo-0 -D glucopyranoside l,2 3,4-di-0-isopropylidene-6-deoxy-6-iodo-a-D-galactopyranose methyl 2(R)-[(tert-butoxycarbonyl)amino]-3-iodo-propionate cyclic bis(trifluoromethyl)oxazolidinone bromide. 

Reaction (201) occurs instantaneously on mixing cobalt(III) acetate with lithium bromide in acetic acid.269 A trace of tert-butyl hydroperoxide is usually required to initiate these reactions. Oxidation of Co(II) by hydroperoxide provides the Co(III) necessary for reaction (201). 

In Fig. (12) keto ester (94) was selected as starting material. It was converted to the formyl derivative (95) which yielded a,P-unsaturated aldehyde (96) by treatment with DDQ. Michael addition of the sodium enolate of tert-butyl- isovalerylacetate to aldehyde (96) afforded the adduct (97) as a mixture of C-ll diastereomers. By fractional crystallization one of the adducts could be separated but for the synthetic purpose the mixture was not separated. Treatment of the adduct (97) with p-toluenesulfonic acid in glacial acetic acid caused t-butyl ester cleavage, decarboxylation and cyclodehydration leading the formation of tricyclic enedione (98) in 80% yield. This approach was previously utilized by Meyer in the synthesis of nimbiol [29], Treatment of (98) with pyridinium bromide perbromide, followed by hydrogenolysis with palladium and carbon caused aromatization of (98) leading the formation of the phenolic ester (99). 

Startg. diazo oxide added portionwise during 10 min. to refluxing 30%-HBr-acetic acid, and the product isolated when gas evolution has ceased -> o-bromophenol deriv. (Y 82%) refluxed 5 min. with triphenylphosphine in nitromethane S-tert-butyl-5-hydroxy-4a-azoniaanthracene bromide (Y 98%). - This is part of a 4-step sequence to remove one hydroxyl from a pyrocatechol grouping. F. e. s. D. L. Fields and J. B. Miller, J. Heterocyclic Chem. 7, 91 (1970). 

Preparation by reaction of cupric bromide with 3-tert-butyl-4-hydroxy-5-melhylacetq)henone in refluxing elhyl acetate (72%) [4518]. m.p. 95-97° [4520], 90-92° [4518]. 

Preparation by adding a solution of 5-tert-butyl-2-hydroxy-propiophenone in an acetic acid and hydrochloric acid (d = 1.19) mixture to an aqueous solution of 0.2 N potassium bromate and potassium bromide, then stirring 24 h after the addition of ketone (97%) [7560,7561]. 

Arylation of Thiazoles and Oxazoles. The protocol that was previously developed for the C-H activation of azine and diazine (V-oxides with aryl triflates was used to effect the arylation of flve-membered ring heterocycles, such as oxazoles and thiazoles. In contrast to another protocol that was previously reported by the same group, the transformation did not require an V-oxide function. However, in order to direct the arylation at the C4-position, to prevent the formation of a mixture of regioisomers, and to minimize the generation of diarylated products, a C5-chloride was used as a blocking group. The procedure, which is promoted by palladium acetate and di-tert-butyl(methyl)phosphonium tetrafluoroborate, uses an aryl bromide as the electrophile. 

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