Triphenylphosphine → 4-Phenoxybutyltriphenylphosphonium bromide

HRID 511955Notes

Reaction equation

HRID 511955 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][Br:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C1C=CC=CC=1>[Br-:12].[O:1]([CH2:8][CH2:9][CH2:10][CH2:11][P+:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 70986(4-Bromobutoxy)benzene

Product 1

HCID 497827854-Phenoxybutyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The title compound was synthesized as in 6.1 using 4-phenoxybutyl bromide (5.2) (22.0 g, 95.9 mmol) and triphenylphosphine (27.6 g, 105.5 mmol) in anhydrous benzene (50 mL), to give 6.1 (40.0 g, 85% yield). White solid, m p 185-186° C.

Sources & evidence

ORD record
ord-79808b9e92ef467da55b03576fdf429a
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

Loading…