Isopropylamine → HCID 68117845, compound

HRID 259624Notes

Reaction equation

HRID 259624 reaction equation
[CH2:1]([O:4][C:5]1[CH:15]=[C:14]([CH:16]=[CH:17][NH:18][C:19]([O:21][CH3:22])=[O:20])[CH:13]=[CH:12][C:6]=1[O:7][CH2:8][CH:9]1[O:11][CH2:10]1)[CH:2]=[CH2:3].[CH:23]([NH2:26])([CH3:25])[CH3:24]>C(O)(C)C>[CH2:1]([O:4][C:5]1[CH:15]=[C:14]([CH:16]=[CH:17][NH:18][C:19]([O:21][CH3:22])=[O:20])[CH:13]=[CH:12][C:6]=1[O:7][CH2:8][CH:9]([OH:11])[CH2:10][NH:26][CH:23]([CH3:25])[CH3:24])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 53801897HCID 53801897, compound

Product 1

HCID 68117845HCID 68117845, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

4.45 g (0.0146 mol) of 1-[2-allyloxy-4-(2-methoxycarbonylaminovinyl)-phenoxy]-2,3-epoxy-propane are heated with a solution of 1.26 ml (0.0146 mol) of isopropylamine in 100 ml of isopropanol for 3 hours under reflux to 80° C. The mixture is then evaporated under reduced pressure and the resulting crude base is crystallised from acetone-ether. 1-[2-Allyloxy-4-(2-methoxycarbonylaminovinyl)-phenoxy]-2-hydroxy-3-isopropylamino-propane of melting point 91°-92° is obtained. From this, the fumarate, melting point 169°-170° (after recrystallisation from methanol-isopropanol) is obtained after dissolving in isopropanol and adding the calculated amount of fumaric acid.

Workup

  1. customThe mixture is then evaporated under reduced pressure
  2. customthe resulting crude base is crystallised from acetone-ether

Sources & evidence

ORD record
ord-c0197aed445e46ecb6af0be5ba4cf8c9
Source dataset
uspto-grants-1977_07
Patent number
US04038414

Reaction notes

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