Triphenylphosphine → [3-(4-[2-Tetrahydropyranyloxy]phenyl)propyl]triphenylphosphonium bromide

HRID 2227107Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][Br:17])=[CH:10][CH:9]=1.[C:18]1([P:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C)C=O>[Br-:17].[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][P+:24]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 1-(4′-(2-tetrahydropyranyloxy)phenyl)-3-bromopropane 3C (4.2 g) in anhydrous dimethylformamide (11.3 mL) is added triphenylphosphine (6.12 g). The reaction mixture is stirred under nitrogen at 100° C. overnight. The reaction mixture is then cooled to room temperature. The white precipitate is filtered and washed with ethyl acetate, then dried under vacuum.

Workup

temperatureThe reaction mixture is then cooled to room temperature
filtrationThe white precipitate is filtered
washwashed with ethyl acetate
customdried under vacuum

Sources & evidence

ORD record: ord-b72bb3d0d75f46bfb1032efeb930efd4
Source dataset: uspto-grants-2002_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06413448B1

Reaction notes

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