Borane → 2-(1-Piperazinyl)benzyl alcohol

HRID 907578Notes

Reaction equation

HRID 907578 reaction equation
S(=O)(=O)(O)O.[N:6]1([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14](O)=[O:15])[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.B>O1CCCC1.CO>[N:6]1([C:12]2[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=2[CH2:14][OH:15])[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1

Participants

5

Reactant 2

HCID 6331BoraneHCID 673880502-Piperazin-1-yl-benzoic acid sulfuric acid salt

Product 1

HCID 220780362-(1-Piperazinyl)benzyl alcohol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

2-piperazin-1-yl-benzoic acid sulfuric acid salt (˜10 mmol) was suspended in 50 mL of tetrahydrofuran. Then 100 mL of 1.0 M borane in tetrahydrofuran (100 mmol) was added and the reaction was stirred at room temperature overnight with a bubbler attached to release pressure in the flask. The reaction mixture was diluted with 50 mL of methanol. The reduced product (470 mg) crystallized out of the mixture during evaporation.

Workup

  1. customThe reduced product (470 mg) crystallized out of the mixture during evaporation

Sources & evidence

ORD record
ord-8364e2160a8e400b860f1ad26cced702
Source dataset
uspto-grants-2011_09
Patent number
US08013156B2

Reaction notes

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