Isopropylamine → Methyl 3-[2-(2-hydroxy-3-isopropylaminopropoxy)benzoyl]propionate

HRID 1763301Notes

Reaction equation

HRID 1763301 reaction equation
[O:1]1[CH2:19][CH:2]1[CH2:3][O:4][C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[C:7]([CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:8].[CH:20]([NH2:23])([CH3:22])[CH3:21]>>[OH:1][CH:2]([CH2:19][NH:23][CH:20]([CH3:22])[CH3:21])[CH2:3][O:4][C:5]1[CH:18]=[CH:17][CH:16]=[CH:15][C:6]=1[C:7]([CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:8]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 13530373Methyl 3-[2-(2,3-epoxypropoxy)benzoyl]propionate

Product 1

HCID 20309568Methyl 3-[2-(2-hydroxy-3-isopropylaminopropoxy)benzoyl]propionateYield 101.7%

Procedure

A stirred mixture of methyl 3-[2-(2,3-epoxypropoxy)benzoyl]propionate (8.3 g, 0.031 mole), and isopropylamine (16.4 ml, 0.19 mole) was heated under reflux for 90 minutes. Evaporation of the solution under reduced pressure gave methyl 3-[2-(2-hydroxy-3-isopropylaminopropoxy)benzoyl]-propionate (10.2 g, 100%) as a pale brown oil.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 minutes
  3. customEvaporation of the solution under reduced pressure

Sources & evidence

ORD record
ord-e0b61f704d1e459e86cab9b84e41d782
Source dataset
uspto-grants-1978_09
Patent number
US04111936

Reaction notes

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