Methyl chloroacetate → HCID 23001581, compound

HRID 1493603Notes

Reaction equation

HRID 1493603 reaction equation
Cl.[CH2:2]([O:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[CH2:18][C:19]([O:21][CH3:22])=[O:20].C(=O)(O)[O-].[Na+]>C(#N)C>[CH3:22][O:21][C:19](=[O:20])[CH2:18][NH:14][C:13]1[CH:12]=[CH:11][C:10]([O:9][CH2:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7295Methyl chloroacetateHCID 516892Sodium BicarbonateHCID 27238314-Benzyloxyaniline hydrochloride

Product 1

HCID 23001581HCID 23001581, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Benzyloxyaniline hydrochloride (70 g), methyl chloroacetate (49 ml) and sodium bicarbonate (75 g) in dry acetonitrile (200 ml) were heated at reflux for 6.5 h. Work up according to the method of Intermediate 8 gave a solid which was recrystallised from chloroform-hexane to give the title compound (55 g), m.p. 106°-107°.

Workup

  1. temperatureat reflux for 6.5 h
  2. customgave a solid which
  3. customwas recrystallised from chloroform-hexane

Sources & evidence

ORD record
ord-e838fce9750a4f70a7c433cdf338b1f3
Source dataset
uspto-grants-1991_06
Patent number
US05023255

Reaction notes

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