Diazomethane → 1-Diazo-2-(4,4-dimethyl-cyclohexyl)-2-ethanone

HRID 2291725Notes

Reaction equation

HRID 2291725 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][CH2:6][CH:5]([C:8](Cl)=[O:9])[CH2:4][CH2:3]1.[N+:12](=[CH2:14])=[N-:13].N(NC(N)=O)=O>CCOCC>[N+:12](=[CH:14][C:8]([CH:5]1[CH2:6][CH2:7][C:2]([CH3:11])([CH3:1])[CH2:3][CH2:4]1)=[O:9])=[N-:13]

Participants

5

Reactant 3

HCID 9550DiazomethaneHCID 105035NitrosoureaHCID 212793424,4-Dimethylcyclohexane-1-carbonyl chloride

Product 1

HCID 537562261-Diazo-2-(4,4-dimethyl-cyclohexyl)-2-ethanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Next at room temperature, 2.0 g of the 4,4-dimethylcyclohexylcarbonyl chloride obtained as above was added dropwise to 100 ml of an ether solution of diazomethane prepared from 10 g of nitrosourea, and the mixture was thereafter stirred at room temperature for about 1 hour. The solvent was distilled off from the reaction mixture in a vacuum, quantitatively giving pale yellow oily 1-diazo-2-(4,4-dimethyl-cyclohexyl)-2-ethanone (Compound I).

Workup

  1. distillationThe solvent was distilled off from the reaction mixture in a vacuum

Sources & evidence

ORD record
ord-58b7e90b3dea4dfc8920e9edca9c6099
Source dataset
uspto-grants-1989_01
Patent number
US04797502

Reaction notes

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