Triphenylphosphine → (6-Fluoro-3-pentylchroman-7-ylmethyl)triphenylphosphonium bromide

HRID 2420649Notes

Reaction equation

HRID 2420649 reaction equation
[Br:1][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:9][O:10]2)=[CH:5][C:4]=1[F:18].[C:19]1([P:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[Br-:1].[F:18][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:3]=1[CH2:2][P+:25]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[O:10][CH2:9][CH:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:7]2

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 592883307-Bromomethyl-6-fluoro-3-pentylchroman

Product 1

HCID 86641033(6-Fluoro-3-pentylchroman-7-ylmethyl)triphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

11.0 g (34.9 mmol) of 7-bromomethyl-6-fluoro-3-pentylchroman and 9.20 g (35.1 mmol) of triphenylphosphine are dissolved in 70 ml of acetonitrile, and the mixture is stirred overnight at room temp. The batch is subsequently cooled to 0° C., and the precipitated (6-fluoro-3-pentylchroman-7-ylmethyl)triphenylphosphonium bromide is filtered off with suction and dried in vacuo.

Workup

  1. temperatureThe batch is subsequently cooled to 0° C.
  2. filtrationthe precipitated (6-fluoro-3-pentylchroman-7-ylmethyl)triphenylphosphonium bromide is filtered off with suction
  3. customdried in vacuo

Sources & evidence

ORD record
ord-6d632f961daf4b1d887ac4b6a7a21d85
Source dataset
uspto-grants-2011_06
Patent number
US07955664B2

Reaction notes

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