Triphenylphosphine → HCID 22446842, compound

HRID 2103609Notes

Reaction equation

HRID 2103609 reaction equation
[Br:1][CH2:2][CH2:3][CH:4]1[CH2:8][CH2:7][CH2:6][CH2:5]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>C1(C)C=CC=CC=1>[Br-:1].[CH:4]1([CH2:3][CH2:2][P+:15]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 12711948(2-Bromoethyl)cyclopentane

Product 1

HCID 22446842HCID 22446842, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

Dissolve (2-bromo-ethyl)-cyclopentane (15.25 g, 86.1 mmol) which was prepared according to Chem. Pharm. Bull. 1992, 40, 9, 2391-2398 in toluene, add triphenyl-phosphine (22.58 g, 86.1 mmol) and stir at 110° C. for 48 h. Cool the reaction mixture to r.t., concentrate and crystallize the product from diethylether to give 31.47 g product. MS (m/e): 359.0 (M+H).

Workup

  1. customwas prepared
  2. temperatureCool the reaction mixture to r.t.
  3. concentrationconcentrate
  4. customcrystallize the product from diethylether

Sources & evidence

ORD record
ord-730c99196c6a4945984f9cfb15ec4d9b
Source dataset
uspto-grants-2009_08
Patent number
US07576108B2

Reaction notes

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