Triphenylphosphine → HCID 86643715, compound

HRID 445829Notes

Reaction equation

HRID 445829 reaction equation
[Cl:1][CH2:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([F:14])[CH:4]=1.[C:15]1([P:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[Cl-:1].[F:14][C:5]1[CH:4]=[C:3]([CH2:2][P+:21]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 58566560HCID 58566560, compound

Product 1

HCID 86643715HCID 86643715, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7-(chloromethyl)-5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran (647) (1 g, 4.66 mmol), triphenyl phosphine (1.22 g, 4.66 mmol) and toluene (46 mL) were heated at reflux for 48 hours. The reaction was filtered and the solid was washed with diethyl ether to provide ((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methyl)triphenyl phosphonium chloride (648).

Workup

  1. temperatureat reflux for 48 hours
  2. filtrationThe reaction was filtered
  3. washthe solid was washed with diethyl ether

Sources & evidence

ORD record
ord-2783a8df0ba64cb4897966511d363c76
Source dataset
uspto-grants-2013_07
Patent number
US08476308B2

Reaction notes

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