1 cycloheptanol

The original Demjanov reaction is the conversion of an aminomethyl-cycloalkane into a cycloalkanol consisting of a carbocyclic ring that is expanded by one carbon center e.g. the reaction of aminomethylcyclohexane 8 with nitrous acid leads to formation of cycloheptanol 9 ... 

Amino 2 deoxy d glucose, conversion of hydrochloride to 2 acetamido-2 deoxy d glucose, 46, 2 l-(Ammomcthyl) cycloheptanol, 46, 31 2 Amino 2 methyl 1 propanol in isolation of levopimanc acid 45, 64 c-Amino p nitrobiphenyl, by nitration of o aminobiphenyl, 46, 86 from o,p dimtrobiphenyl, 46, 88 Amino 2 propanone, semicarbazone... 

Carl R. Johnson, John R. Medich, 140 Rick L. Danheiser, Karen R. Romines, Hiroo Koyama, and Stephen K. Gee PREPARATION AND USE OF (METH-OXYMETHOXYJMETHYLLITHIUM 1-HYDROXYMETHYL)CYCLOHEPTANOL... 

B. 1-(Hydroxymethyl)cycloheptanol. To a 100-mL round-bottomed flask equipped with a stirring bar and a reflux condenser are added 1-[(methoxymethoxy)methyl]cycloheptanol (3.90 g, 20.7 mmol), methanol (50 mL), and hydrochloric acid (12.1 N, 0.75 mL). The reaction mixture is heated to 55°C for 1.5-2 hr (Note 8). After completion of the reaction, as indicated by TLC (Note 8), the reaction mixture is cooled to ambient temperature and carefully diluted with 35 mL of saturated aqueous sodium bicarbonate and stirred for 30 min. The methanol is removed under reduced pressure using a rotary evaporator and the remaining aqueous mixture is extracted with three 40-mL portions of ethyl acetate. The combined organic layers are washed once with 15 mL of saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, filtered, and concentrated at reduced pressure using a rotary evaporator to afford 2.9 g of crude product as a pale yellow oil. The crude product is... 

Methoxymethoxy)methyl]cycloheptanol Cycloheptanol, 1-[ methoxymethoxy)methyl]- (12) (115384-52-6)... 

Cyclooctanone has been prepared by distilling the calcium and thorium salts of azelaic acid, by heating azelaic acid with barium oxide in the presence of iron, by the action of nitrous acid on l-(aminomethyl)-cycloheptanol, by Dieckman cyclization of azelaic acid dimethyl ester and diethyl ester, and by ring expansion of cycloheptanone with diazomethane. ... 

Cerium(IV) oxidations of organic substrates are often catalysed by transition metal ions. The oxidation of formaldehyde to formic acid by cerium(IV) has been shown to be catalysed by iridium(III). The observed kinetics can be explained in terms of an outer-sphere association of the oxidant, substrate, and catalyst in a pre-equilibrium, followed by electron transfer, to generate Ce "(S)Ir", where S is the hydrated form of formaldehyde H2C(OH)2- This is followed by electron transfer from S to Ir(IV) and loss of H+ to generate the H2C(0H)0 radical, which is then oxidized by Ce(IV) in a fast step to the products. Ir(III) catalyses the A -bromobenzamide oxidation of mandelic acid and A -bromosuccinimide oxidation of cycloheptanol in acidic solutions. ... 

Nucleophilic additions of ethyl-, vinyl-, and ethynyl-lithium and Grignard reagents to a 2-alkyl-substituted cycloheptanone have been found to yield the corresponding cw-cycloheptanol preferentially. The selectivity, which increases with size of the nucleophile, has been attributed to a combination of steric repulsions and torsional effects in the transition state. Application of the MM2 force field to analyse nucleophilic attack of hydride and ethynyl lithium on 2-methylcycloheptanone gave results comparable to those obtained experimentally and from ab initio calculations. 

Biological Cycloheptane may be oxidized by microbes to cycloheptanol, which may oxidize to give cycloheptanone (Dugan, 1972). 

Cyclobutanone, see Atrazine Cycloheptanol, see Cycloheptane Cyclohexane, Methylene chloride Cyclohexanol, see Cyclohexane. Pentachlorophenol Cyclohexanone, see Cyclohexane. Cyclohexanol. 

Cyclic ketones were reduced to opticaHy active cyclic alcohols by biochemical methods. Incubation of 2,3-benzosuberone with Cryptococcus macerans gave 27% conversion to the optically active (— )-S-2,3-benzo-1 -cycloheptanol. Other hydroaromatic ketones were reduced, although in low conversions (2-... 

In the reactions of cis- and rrans-2-aminomethyl-l-cyclohexanol or -1-cycloheptanol or cis- and trans-2-hydroxymethyl-l-cyclohexylamine or -1-cycloheptylamine with ethyl 4-chlorobenzimidate, the stereo- and regio-isomeric derivatives and homologs 164 and 165 were prepared (79T799). The amidine intermediate 166 of the benzimidate ring closure was also... 

PREPARATION AND USE OF (METHOXYMETHOXY)METHYLLITHIUM 1-(HYDROXYMETHYL)CYCLOHEPTANOL (Cycloheptanemethanol, 1-hydroxy-)... 

---