Isopropylamine → Isamoltan

HRID 328235

Reaction equation

HRID 328235 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[N:5]1([C:10]2[CH:20]=[CH:19][CH:18]=[CH:17][C:11]=2[O:12][CH2:13][CH:14]2[O:16][CH2:15]2)[CH:9]=[CH:8][CH:7]=[CH:6]1>C(O)(C)C>[CH:1]([NH:4][CH2:15][CH:14]([OH:16])[CH2:13][O:12][C:11]1[CH:17]=[CH:18][CH:19]=[CH:20][C:10]=1[N:5]1[CH:9]=[CH:8][CH:7]=[CH:6]1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 137555101-{2-[(Oxiran-2-yl)methoxy]phenyl}-1H-pyrrole

Product 1

HCID 127404Isamoltan

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

50 ml of isopropylamine are added to a solution of 26.9 g of 1-[o-(pyrrol-1-yl)-phenoxy]-2,3-epoxy-propane in 250 ml of isopropanol and the mixture is heated to the boil under reflux for 1 1/2 hours. The oil which remains after evaporating off the volatile constituents in vacuo is distilled in a bulb tube under a high vacuum and gives 1-iso-propylamino-3[o-(pyrrol-1-yl)-phenoxy]-2-propanol as a colourless oil of boiling point 125°-135° C/0.04 mm Hg. The distillate which crystallises can be recrystallised from ether/petroleum ether and gives crystals of melting point 80°-81° C and is in every respect identical with the product obtained in Example 3.

Workup

  1. temperaturethe mixture is heated to the boil
  2. temperatureunder reflux for 1 1/2 hours
  3. customafter evaporating off the volatile constituents in vacuo
  4. distillationis distilled in a bulb tube under a high vacuum

Sources & evidence

ORD record
ord-c310be7727be4a96bbf446969ec176ac
Source dataset
uspto-grants-1977_04
Patent number
US04016283

Linked notes

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