Isopropylamine → 1-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane

HRID 259598Notes

Reaction equation

HRID 259598 reaction equation
[CH3:1][O:2][C:3]([NH:5][CH:6]=[CH:7][C:8]1[CH:18]=[CH:17][C:11]([O:12][CH2:13][CH:14]2[O:16][CH2:15]2)=[CH:10][CH:9]=1)=[O:4].[CH:19]([NH2:22])([CH3:21])[CH3:20]>C(O)(C)C>[CH3:1][O:2][C:3]([NH:5][CH:6]=[CH:7][C:8]1[CH:18]=[CH:17][C:11]([O:12][CH2:13][CH:14]([OH:16])[CH2:15][NH:22][CH:19]([CH3:21])[CH3:20])=[CH:10][CH:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 543618201-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2,3-epoxypropane

Product 1

HCID 539761051-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

9.4 g (0.038 mol) of 1-[p-(2-methoxycarbonylaminovinyl)-phenoxy]-2,3-epoxy-propane are dissolved in 200 ml of isopropanol, 3.25 ml (0.038 mol) of isopropylamine are added and thereafter the mixture is heated to the boil for 3 hours, under a reflux condenser. It is then evaporated in vacuo and the resulting crude base is crystallised from acetone-ether. 1-[p-(2-Methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane of melting point 128°-129° C. is obtained.

Workup

  1. temperaturethe mixture is heated to the boil for 3 hours, under a reflux condenser
  2. customIt is then evaporated in vacuo
  3. customthe resulting crude base is crystallised from acetone-ether

Sources & evidence

ORD record
ord-6a51a1574e434663b449663f7707e39b
Source dataset
uspto-grants-1977_07
Patent number
US04038414

Reaction notes

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