Isopropylamine → 1-(3-phenyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol

HRID 1074456Notes

Reaction equation

HRID 1074456 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][C:6]2[CH:21]=[CH:20][C:9]3[CH2:10][CH:11]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[CH2:12][O:13][C:8]=3[CH:7]=2)[CH2:2]1.[CH3:22][CH:23]([NH2:25])[CH3:24]>C(O)C>[C:14]1([CH:11]2[CH2:10][C:9]3[CH:20]=[CH:21][C:6]([O:5][CH2:4][CH:3]([OH:1])[CH2:2][NH:25][CH:23]([CH3:24])[CH3:22])=[CH:7][C:8]=3[O:13][CH2:12]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 20496759HCID 20496759, compound

Product 1

HCID 138515081-(3-phenyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g 1,2-epoxy-3-(3-phenyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-propane and 2.5 cm3 2-propylamine were boiled in 40 cm3 ethanol for 2 hours. After evaporating the mixture and triturating the residue with water, the base 1-(3-phenyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-3-(1-methylethylamino)-2-propanol was obtained, from which forming salt following the process of example 5 (a) 5.5 g of the maleate was obtained (m.p. 171°-173° C.).

Workup

  1. customAfter evaporating the mixture
  2. customtriturating the residue with water

Sources & evidence

ORD record
ord-29d3fedf32be448e9b5066302b9b92be
Source dataset
uspto-grants-1983_07
Patent number
US04391821

Reaction notes

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