Styrene Oxide → HCID 11347606, compound

HRID 596628

Reaction equation

HRID 596628 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]([NH2:14])[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:15]1[O:23][CH:16]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH:12]([NH:14][CH2:15][CH:16]([OH:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 7276Styrene OxideHCID 8423(+-)-3,4-Dimethoxyamphetamine

Product 1

HCID 11347606HCID 11347606, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 20 g. (0.102 mol) of 1-(3,4-dimethoxyphenyl)-2-aminopropane and 12.01 ml. (0.102 mol) of styrene oxide is heated and stirred at 100° C. under argon for 18 hours. The cooled reaction mixture is dissolved in a minimum amount of benzene and petroleum ether is then added to precipitate a solid which turned to a liquid upon standing. Fractional vacuum distillation yields N-[2-(3,4-dimethoxyphenyl)-1-methylethyl]-2-hydroxy-2-phenylethylamine, b.p. 205°-225° C./0.2 mm.

Workup

  1. additionA mixture of 20 g
  2. customThe cooled reaction mixture
  3. additionis then added
  4. customto precipitate a solid which
  5. distillationFractional vacuum distillation

Sources & evidence

ORD record
ord-b713955d61084a38a3d57eaa2081338a
Source dataset
uspto-grants-1977_03
Patent number
US04011319

Linked notes

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