Triphenylphosphine → HCID 85805963, compound

HRID 463047Notes

Reaction equation

HRID 463047 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]([CH3:10])[C:7]([OH:9])=[O:8].[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[Br-:1].[C:7]([CH:6]([CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2][P+:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 20281919HCID 20281919, compound

Product 1

HCID 85805963HCID 85805963, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 6-bromo-2-methylhexanoic acid (1.08 g, 5.17 mmole) and triphenylphosphine (1.42 g, 5.4 mmole) in toluene (5 ml) was heated under reflux for 18 hours. After the solution was cooled, the crystals which separated out were collected by filtration and washed with toluene and ethyl acetate to yield 5-carboxy-5-methylpentyltriphenylphosphonium bromide (1.6 g, 64%).

Workup

  1. temperatureunder reflux for 18 hours
  2. temperatureAfter the solution was cooled
  3. customthe crystals which separated out
  4. filtrationwere collected by filtration
  5. washwashed with toluene and ethyl acetate

Sources & evidence

ORD record
ord-e8a737548be44e46b86d85c9d2c11036
Source dataset
uspto-grants-1985_05
Patent number
US04518602

Reaction notes

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