Triphenylphosphine → 2-Ethoxycarbonylbenzyltriphenylphosphonium bromide

HRID 2072399Notes

Reaction equation

HRID 2072399 reaction equation
[Br:1][CH2:2][C:3]1[CH:13]=[CH:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:14]1([P:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[PH4+]>C1C=CC=CC=1>[Br-:1].[CH2:8]([O:7][C:5]([C:4]1[CH:10]=[CH:11][CH:12]=[CH:13][C:3]=1[CH2:2][P+:20]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:6])[CH3:9]

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 5460504PhosphoniumHCID 11032082Ethyl 2-(bromomethyl)benzoate

Product 1

HCID 190927132-Ethoxycarbonylbenzyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

20 g of the ester described under (1) above are mixed with a solution of 28 g of triphenyl phosphine in 250 ml of benzene, and the mixture is heated to boiling for about 290 hours. The precipitated phosphonium salt is sucked off and dried.

Workup

  1. temperaturethe mixture is heated
  2. customdried

Sources & evidence

ORD record
ord-5d66c8606e2140a492b0bdaccf53b539
Source dataset
uspto-grants-1977_09
Patent number
US04051253

Reaction notes

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