Hydrochloric Acid → 2-(3-Methoxy-4-bromophenyl)ethylamine

HRID 247455Notes

Reaction equation

HRID 247455 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][C:3]=1[O:11][CH3:12].B.Cl>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 27355842-(4-Bromo-3-methoxyphenyl)acetonitrile

Product 1

HCID 201606932-(3-Methoxy-4-bromophenyl)ethylamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4-Bromo-3-methoxyphenylacetonitrile (22.6 g, 0.1 m) dissolved in tetrahydrofuran (100 ml) is added to 1M borane in tetrahydrofuran (300 ml) stirred at 25°. The mixture is refluxed, cooled to 0° and treated cautiously with 2N hydrochloric acid to give 4-bromo-3-methoxyphenethylamine.

Workup

  1. temperatureThe mixture is refluxed
  2. temperaturecooled to 0°

Sources & evidence

ORD record
ord-47e39658919e4dcdb802753ce2c7d5af
Source dataset
uspto-grants-1987_11
Patent number
US04707483

Reaction notes

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