Dichloromethane → HCID 53706054, compound

HRID 650220Notes

Reaction equation

[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8].ClC(Cl)(O[C:13](=[O:19])OC(Cl)(Cl)Cl)Cl.C(Cl)Cl.[OH-].[NH4+:25]>>[NH:1]([C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@H:3]1[OH:8])[C:13]([NH2:25])=[O:19]

Participants

Reactant 4

HCID 6344Dichloromethane

HCID 14923Ammonium Hydroxide

HCID 94429Triphosgene

HCID 735777(1R,2R)-2-Aminocyclohexanol

Product 1

HCID 53706054HCID 53706054, compound

Procedure

Trans-2-amino-cyclohexanol (Aldrich) is treated with triphosgene in methylene chloride (1/3 equivalent). To the resulting solution, excess ammonium hydroxide is added to give after work up the title compound.

Sources & evidence

ORD record: ord-db405dd2a5f3414e9cf05d20d9832df3
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06271358B1

Reaction notes

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