Triphenylphosphine → HCID 20490372, compound

HRID 435444Notes

Reaction equation

HRID 435444 reaction equation
[Br:1]CC[CH:4]1[O:8][CH2:7][CH2:6][O:5]1.[C:9]1([P:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[Br-:1].[C:22]1([P+:15]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:4]2[O:5][CH2:6][CH2:7][O:8]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 11776TriphenylphosphineHCID 877762-(2-Bromoethyl)-1,3-dioxolane

Product 1

HCID 20490372HCID 20490372, compoundYield 87.2%

Conditions

Temperature
80 °C

Procedure

A mixture of 180 g of 2-(bromoethyl)-1,3-dioxolane and 260 g of triphenylphosphine was heated at 80° C. for 36 hours and the mixture was cooled and filtered. The product was dissolved in methylene chloride and the solution was poured into 3000 ml of ether. The mixture was stirred and vacuum filtered and the product was empasted with ether to obtain 359 g of triphenyl-(1,3-dioxolan-2-yl)-phosphonium bromide melting at 206° C.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationfiltered
  3. dissolutionThe product was dissolved in methylene chloride
  4. additionthe solution was poured into 3000 ml of ether
  5. filtrationvacuum filtered

Sources & evidence

ORD record
ord-2ec65483fc2b4555838108ec2b8e6ee5
Source dataset
uspto-grants-1983_08
Patent number
US04401673

Reaction notes

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