Bromine → HCID 19785646, compound

HRID 654939Notes

Reaction equation

HRID 654939 reaction equation
[Br:1]Br.C1(P(C2C=CC=CC=2)CCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33][C:32]=1[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]O>ClCCl.C(OCC)C.CCCCC>[Br:1][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][C:32]1[CH:33]=[CH:34][C:35]2[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:31]=1

Participants

6

Reactant 3

HCID 24408BromineHCID 742671,2-Bis(diphenylphosphino)ethaneHCID 17768898HCID 17768898, compound

Product 1

HCID 19785646HCID 19785646, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent3×HCID 21877078Diethylether pentaneSolvent

Procedure

Bromine (a 2M solution in dichloromethane; 955 mg, 5.97 mmol) was added to a solution of 1,2-bis (diphenyl)phosphinoethane (1.16 g, 2.99 mmol) in dichloromethane (15 ml) at 0°. A solution of 5-(2-napthyl)pentan-1-ol (513 mg, 2.39 mmol) in dichloromethane (5 ml) was added to the 0° solution. The solution was warmed to room temperature and stirred for 1.5 hours. The solution was diluted with ethyl ether/pentane (1:3), filtered through a thin pad of celite and the solvent evaporated. The resulting oil was purified by flash chromatography (hexane) giving the title compound as a colorless oil.

Workup

  1. filtrationfiltered through a thin pad of celite
  2. customthe solvent evaporated
  3. customThe resulting oil was purified by flash chromatography (hexane)

Sources & evidence

ORD record
ord-48847eb3bcbf49fca019fae2ea054c43
Source dataset
uspto-grants-1992_07
Patent number
US05134128

Reaction notes

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