Acetic Acid → HCID 22096954, compound

HRID 1458695Notes

Reaction equation

HRID 1458695 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[CH2:13]1[O:15][CH2:14]1.[C:16](O)(=[O:18])[CH3:17]>>[OH:18][CH2:16][CH2:17][N:1]([C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1)[CH2:14][CH2:13][OH:15]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6354Ethylene OxideHCID 2761030Methyl 2-(4-aminophenyl)acetate

Product 1

HCID 22096954HCID 22096954, compound

Procedure

Methyl 4-aminophenylacetate (5.5 g; 33 mmol) was reacted with 45 g (341 mmol, 10 equivalents) of ethylene oxide in 33 ml of 30% acetic acid, followed by post treatments. The crude product so obtained was purified by chromatography on a silica gel column (n-hexane/ethyl acetate=1/2→1/4) and washed with n-hexane, whereby 6.07 g (24.0 mmol) of the title compound were obtained as white crystals (yield: 72.6%).

Workup

  1. customThe crude product so obtained
  2. customwas purified by chromatography on a silica gel column (n-hexane/ethyl acetate=1/2→1/4)
  3. washwashed with n-hexane

Sources & evidence

ORD record
ord-107ee81841db49db885230451c34e005
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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