Diazomethane → 1-Diazo-2-(4-isopropyl-1-methylcyclohexyl)-2-ethanone

HRID 653213Notes

Reaction equation

HRID 653213 reaction equation
[CH:1]([CH:4]1[CH2:9][CH2:8][C:7]([CH3:13])([C:10](Cl)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[N+:14](=[CH2:16])=[N-:15].N(NC(N)=O)=O>CCOCC>[N+:14](=[CH:16][C:10]([C:7]1([CH3:13])[CH2:8][CH2:9][CH:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6]1)=[O:11])=[N-:15]

Participants

5

Reactant 3

HCID 9550DiazomethaneHCID 105035NitrosoureaHCID 133066464-Isopropyl-1-methylcyclohexylcarbonyl chloride

Product 1

HCID 543159851-Diazo-2-(4-isopropyl-1-methylcyclohexyl)-2-ethanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Subsequently at room temperature, 5.0 g of the 4-isopropyl-1-methylcyclohexylcarbonyl chloride was added dropwise to 150 ml of an ether solution of diazomethane prepared from 15 g of nitrosourea, and the mixture was stirred at room temperature for about 2 hours. The solvent was distilled off from the reaction mixture in a vacuum, quantitatively giving pale yellow oily 1-diazo-2-(4-isopropyl-1-methylcyclohexyl)-2-ethanone (cis:trans=1:1).

Workup

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

Sources & evidence

ORD record
ord-51c4adb5d71f4a70bd4a0dc2d23fdb46
Source dataset
uspto-grants-1987_06
Patent number
US04675428

Reaction notes

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