Acetic Acid → HCID 15345697, compound

HRID 1458686Notes

Reaction equation

HRID 1458686 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:12]1[O:14][CH2:13]1.[C:15](O)(=[O:17])[CH3:16]>>[OH:17][CH2:15][CH2:16][N:1]([C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH2:13][CH2:12][OH:14]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6354Ethylene OxideHCID 78274Benzoic acid, 3-amino-, methyl ester

Product 1

HCID 15345697HCID 15345697, compound

Procedure

Methyl 3-aminobenzoate (3.8 g; 25 mmol) was reacted with 11 g (250 mmol; 10 equivalents) of ethylene oxide in 25 ml of 30% acetic acid, followed by post treatments. The crude product so obtained was purified by chromatography on a silica gel column (eluted with methylene chloride/2-4% methanol), whereby 5.95 g (24.9 mmol) of the title compound were obtained as a yellow oil (yield: quantitative).

Workup

  1. customThe crude product so obtained
  2. customwas purified by chromatography on a silica gel column (eluted with methylene chloride/2-4% methanol)

Sources & evidence

ORD record
ord-eba51dc6f8864879a6c5c699405d6438
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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