Acetic Acid → HCID 21063991, compound

HRID 2118013Notes

Reaction equation

HRID 2118013 reaction equation
[Cl:1]Cl.[OH:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13](=[O:15])[CH3:14].[C:16]([OH:19])(=O)[CH3:17]>>[C:13]([NH:12][C:7]1[CH:8]=[CH:9][C:10]([Cl:1])=[CH:11][C:6]=1[CH2:5][CH2:4][O:3][C:16](=[O:19])[CH3:17])(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 176Acetic Acid2×HCID 24526ChlorineHCID 50350Acetanilide, 2'-(2-hydroxyethyl)-

Product 1

HCID 21063991HCID 21063991, compound

Procedure

A solution of chlorine in glacial acetic acid (0.98M, 30 ml) was added dropwise to a solution of N-[2-(2-Hydroxy-ethyl)-phenyl]-acetamide (5.0 g, 27.9 mmol)(see reference Biochemistry 1979, 18(5), 860) in glacial acetic acid (50 ml) and the mixture was stirred at room temperature for 20 hours. The glacial acetic acid was removed under reduced pressure. The resulting oil was triturated with diethyl ether to give the title compound (3.3 g) as a pale yellow solid after filtration.

Workup

  1. customThe glacial acetic acid was removed under reduced pressure
  2. customThe resulting oil was triturated with diethyl ether

Sources & evidence

ORD record
ord-39ef470c62b04361941c765c217e15ac
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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