4-Chlorophenyl chloroformate → HCID 178484033, compound

HRID 967144Notes

Reaction equation

HRID 967144 reaction equation
[CH3:1][NH:2][CH2:3][C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][OH:12])[CH2:6][CH2:5]1.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)=[O:15]>>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([O:16][C:14](=[O:15])[N:2]([CH2:3][C@H:4]2[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][OH:12])[CH2:6][CH2:5]2)[CH3:1])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 1390594-Chlorophenyl chloroformateHCID 178484032HCID 178484032, compound

Product 1

HCID 178484033HCID 178484033, compoundYield 55%

Procedure

In analogy to the procedure described in example 1.7, 0.325 g (1.90 mmol) of trans-2-(4-methylaminomethyl-cyclohexyl)-ethanol were acylated with 0.54 g (2.84 mmol) of 4-chlorophenyl chloroformate to yield 0.34 g (55%) trans-[4-(2-hydroxy-ethyl)-cyclohexylmethyl]-methyl-carbamic acid 4-chloro-phenyl ester as colorless viscous oil, MS: 326 (MH+, 1Cl).

Sources & evidence

ORD record
ord-173e5c4f77894631bfb1048f7305d8b0
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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