Hydrogen Bromide → HCID 86612145, compound

HRID 1710888Notes

Reaction equation

HRID 1710888 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([CH:9]([CH3:12])[CH2:10][NH2:11])[CH:6]=[CH:7][CH:8]=1.[BrH:13]>>[BrH:13].[NH2:11][CH2:10][CH:9]([C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1)[CH3:12]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 202627Benzeneethanamine, 3-methoxy-beta-methyl-, (+)- (9CI)

Product 1

HCID 86612145HCID 86612145, compound

Conditions

Temperature
100 °C

Procedure

2-(3-Methoxyphenyl)propan-1-amine (760 mg, 4.61 mmol) was added HBr solution(5.2 mL, 48% solution in H2O 46.1 mmol). The reaction was heated at 100° C. for 4 h. It was cooled down to room temperature. Removal of solvents gave crude 3-(1-aminopropan-2-yl)phenol HBr salt as a greenish foam. HPLC retention time (Method C)=0.95 min. LC/MS (ESI) (M+H)+=152.18. 1H NMR (CDCl3, 400 MHz) δ ppm 1.31 (d, J=6.59 Hz, 3H), 2.90-3.02 (m, 1H), 3.06-3.13 (m, 1H), 3.30 (s, 1H), 6.69-6.79 (m, 3H), 7.14-7.22 (m, 1H).

Workup

  1. temperatureIt was cooled down to room temperature
  2. customRemoval of solvents

Sources & evidence

ORD record
ord-45e1fe4de0944df6905ca432d4c8fb7b
Source dataset
uspto-grants-2010_09
Patent number
US07790745B2

Reaction notes

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