Borane → 2-(4-Bromophenyl)-N-methylethan-1-amine

HRID 735554Notes

Reaction equation

HRID 735554 reaction equation
BrC1C=CC(CCCNC)=CC=1.[Br:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([NH:23][CH3:24])=O)=[CH:16][CH:15]=1.B>C1COCC1>[Br:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][NH:23][CH3:24])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 6331BoraneHCID 8425462-(4-bromophenyl)-N-methylacetamideHCID 283505403-(4-Bromophenyl)-N-methylpropan-1-amine

Product 1

HCID 183675562-(4-Bromophenyl)-N-methylethan-1-amineYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using a procedure analogous to that used to prepare 22B, 23A (1.6 g, 7.0 mmol) was reduced with borane in THF to yield 23B (1.45 g, 97%) as a clear oil. MS (ESI) m/z 214.22/216.22 (M+H)+.

Sources & evidence

ORD record
ord-cd5ad2f2237d4e3087ff50ef31bf2f1f
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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