Triphenylphosphine → HCID 90313685, compound

HRID 2172354Notes

Reaction equation

HRID 2172354 reaction equation
[C:1]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][Br:13])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[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>C1(C)C=CC=CC=1>[Br-:13].[C:27]1([P+:20]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][O:7][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 90314781HCID 90314781, compound

Product 1

HCID 90313685HCID 90313685, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

An equivalent of 5-bromopentyl pivalate and an equivalent of triphenylphosphine in toluene at 110° C. are placed in a flask. After 72 hours of agitation in these conditions, and once returned to ambient temperature, the toluene is evaporated and the triphenyl(5-(pivaloyloxy)pentyl)phosphonium bromide formed is used directly for the following step.

Workup

  1. customonce returned to ambient temperature
  2. customthe toluene is evaporated

Sources & evidence

ORD record
ord-1d79e10a279545098577bcc2dc7eecdf
Source dataset
uspto-grants-2015_06
Patent number
US09051531B2

Reaction notes

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