Ammonia → HCID 86748440, compound

HRID 273766Notes

Reaction equation

HRID 273766 reaction equation
[N:1]([CH:4]([O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH3:26])[CH:21]1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[C:7]([C:15]([F:18])([F:17])[F:16])[CH:6]=1)=[C:2]=[O:3].[NH3:33]>C(Cl)Cl>[NH2:33][C:2]([NH:1][CH:4]([O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH3:26])[CH:21]1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:5]1[CH:6]=[C:7]([C:15]([F:16])([F:17])[F:18])[CH:8]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:10]=1)=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86748441HCID 86748441, compound

Product 1

HCID 86748440HCID 86748440, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 56 mg (0.12 mmole) of α-isocyanato-3-(SR)-(3,5-Bis(trifluoromethyl)-benzyloxy)-2-(SR)-phenyl-1-(SR)-methylcyclohexane in 1 mL of methylene chloride was treated with 3 mL of ammonia-saturated methylene chloride at room temperature. After 1 hr, the solution was concentrated in vacuo and the residue purified by flash chromatography on 16 g of silica eluting with 400 mL of 100:2 methylene chloride: methanol to provide 54 mg (93%) of a white powder.

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. customthe residue purified by flash chromatography on 16 g of silica eluting with 400 mL of 100:2 methylene chloride

Sources & evidence

ORD record
ord-31bc6f71d3d14eddb5dfa97b1d971b08
Source dataset
uspto-grants-1995_02
Patent number
US05387595

Reaction notes

Loading…