Triethylamine → HCID 54103839, compound

HRID 1740130Notes

Reaction equation

HRID 1740130 reaction equation
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[CH:12]([N:15]=[C:16]=[O:17])([CH3:14])[CH3:13].C(N(CC)CC)C>C1C=CC=CC=1>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3](=[O:4])[CH2:2][O:1][C:16](=[O:17])[NH:15][CH:12]([CH3:14])[CH3:13])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61277Isopropyl isocyanateHCID 5870851-(4-Chlorophenyl)-2-hydroxyethan-1-one

Product 1

HCID 54103839HCID 54103839, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 2-hydroxy-1-(4-chloro-phenyl)-ethanone (4.7914 g, 28 mmol), prepared in the previous step, isopropyl isocyanate (4.1 ml, 42 mmol) and triethylamine (2.83 ml, 28 mmol) in 100 ml of benzene was refluxed under nitrogen for approximately 24 hours. The solid formed was collected by filtration and dried under high vacuum to give 3.5184 g (49%) of isopropyl-carbamic acid 2-(4-chloro-phenyl)-2-oxo-ethyl ester as an off-white solid. Recrystallization of a portion of this solid from isopropyl alcohol gave an analytically pure sample, mp 163-164° C.

Workup

  1. temperaturewas refluxed under nitrogen for approximately 24 hours
  2. customThe solid formed
  3. filtrationwas collected by filtration
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-99d135794eed4a74873ce1a080105ab2
Source dataset
uspto-grants-1999_10
Patent number
US05968975

Reaction notes

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