DMSO triethylamine → HCID 178484046, compound

HRID 967141Notes

Reaction equation

HRID 967141 reaction equation
[CH2:1]([O:8][C:9](=[O:21])[N:10]([CH2:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([CH2:19][OH:20])[CH2:15][CH2:14]1)[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(C)=O.C(N(CC)CC)C>ClCCl>[CH2:1]([O:8][C:9](=[O:21])[N:10]([CH2:12][C@H:13]1[CH2:14][CH2:15][C@H:16]([CH:19]=[O:20])[CH2:17][CH2:18]1)[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 86583882DMSO triethylamineHCID 178484047HCID 178484047, compound

Product 1

HCID 178484046HCID 178484046, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to the method described in example 1.2, 1.65 g (5.66 mmol) of trans-(4-hydroxymethyl-cyclohexylmethyl)-methyl-carbamic acid benzyl ester were treated with dimethylsulfoxide/triethylamine in dichloromethane between −78° C. and room temperature to yield 1.6 g (97.6%) trans-(4-formyl-cyclohexylmethyl)-methyl-carbamic acid benzyl ester as colorless oil, MS: 289 (M).

Sources & evidence

ORD record
ord-e9aad78975db4fd997fcbadf146dc235
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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