Isopropylamine → HCID 21450221, compound

HRID 596668Notes

Reaction equation

HRID 596668 reaction equation
[O:1]1[CH2:19][CH:2]1[CH2:3][O:4][C:5]1[CH:18]=[CH:17][C:8]([C:9]([CH2:11][CH2:12][C:13]([NH:15][CH3:16])=[O:14])=[O:10])=[CH:7][CH:6]=1.[CH:20]([NH2:23])([CH3:22])[CH3:21]>CO>[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][C:8]([C:9]([CH2:11][CH2:12][C:13]([NH:15][CH3:16])=[O:14])=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 21450252HCID 21450252, compound

Product 1

HCID 21450221HCID 21450221, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-[4-(2,3-epoxypropoxy)benzoyl]-N-methylpropionamide (20 g, 0.076 mole), methanol (200 ml) and isopropylamine (36 ml, 0.42 mole) was heated under reflux for one hour. Evaporation under reduced pressure gave 3-[4-(2-hydroxy-3-isopropylaminopropoxy)benzoyl]-N-methylpropionamide (24 g, 97%, m.p. 139°-142° C). Crystallisation from water gave the pure amide, m.p. 140°-142° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. customEvaporation under reduced pressure

Sources & evidence

ORD record
ord-4b43482e63c644d5b804a94c71e45df8
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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