Benzene → HCID 67716575, compound

HRID 234571Notes

Reaction equation

HRID 234571 reaction equation
[CH2:1]([C:7]1[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=O)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C1C=CC=CC=1.ClC(OCC)=O>C(N(CC)CC)C>[CH2:1]([C:7]1[CH:19]=[CH:18][C:10]([CH:11]2[N:13]=[CH:14][C:15](=[O:17])[O:16]2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 241BenzeneHCID 10928Ethyl chloroformateHCID 3979718HCID 3979718, compound

Product 1

HCID 67716575HCID 67716575, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a 50 ml-three-necked flask, 1.00 g (3.80 mM) of N-(4-hexylbenzoyl)glycine and 19 ml of dry benzene were placed. To the mixture, 0.53 ml (3.81 mM) of triethylamine was added at room temperature under stirring, followed by addition of 0.37 ml (3.87 mM) of ethyl chloroformate and further stirring for 20 minutes at room temperature to precipitate triethylamine hydrochloride. The resultant hydrochloride was filtered off and the solvent of the filtrate was distilled off. The residue was dried under reduced pressure to obtain 2-(4-hexylphenyl)-5-oxazolone.

Workup

  1. stirringfurther stirring for 20 minutes at room temperature
  2. customto precipitate triethylamine hydrochloride
  3. filtrationThe resultant hydrochloride was filtered off
  4. distillationthe solvent of the filtrate was distilled off
  5. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-22fd9e8f74034778aea946c110cd662b
Source dataset
uspto-grants-1997_01
Patent number
US05595685

Reaction notes

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