(2-(Dimethylamino)ethyl)triphenylphosphonium bromide → HCID 131721054, compound

HRID 1459896Notes

Reaction equation

HRID 1459896 reaction equation
[Br-].[CH3:2][N:3]([CH3:25])[CH2:4][CH2:5][P+:6]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[BH4-:26].[Na+]>O>[BH4-:26].[CH3:2][N:3]([CH3:25])[CH2:4][CH2:5][P+:6]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 2724136(2-(Dimethylamino)ethyl)triphenylphosphonium bromideHCID 4311764Sodium borohydride

Product 1

HCID 131721054HCID 131721054, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 8.29 g (20 mmol) of (2-dimethylaminoethyl)triphenyl phosphonium bromide dissolved in 25 ml of water, 10 ml of sodium borohydride (0.757 g, 20 mmol) aqueous solution was added. The mixture was stirred at room temperature for 2 hours, and then extracted with 100 ml of dichloromethane twice. The combined dichloromethane extracts were concentrated to yield 6.42 g of (2-dimethylaminoethyl)triphenyl phosphonium borohydride as white powder (92% yield, Catalyst B).

Workup

  1. extractionextracted with 100 ml of dichloromethane twice
  2. concentrationThe combined dichloromethane extracts were concentrated

Sources & evidence

ORD record
ord-1826e4a3e784486dbbecc8b4e08b406c
Source dataset
uspto-grants-1998_12
Patent number
US05854374

Reaction notes

Loading…