Triphenylphosphine → Triphenylphosphine

HRID 3681Notes

Reaction equation

HRID 3681 reaction equation
[Br-:1].C[C:3](C)([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:36]=[CH:35][C:11]([O:12][CH2:13][CH2:14][CH2:15][P+:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:10][CH:9]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(C)(CCCOC1C=CC(OCCC[Br:83])=CC=1)C(OCC)=[O:65]>C(#N)C>[OH:65][CH2:15][CH2:14][CH2:13][O:12][C:11]1[CH:35]=[CH:36][C:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:9][CH:10]=1.[Br:1][Br:83].[C:29]1([P:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

7

Reactant 3

HCID 11776TriphenylphosphineHCID 18935261HCID 18935261, compoundHCID 18935281Ethyl 2,2-dimethyl-5-[4-(3-bromopropyloxy)phenoxy]pentanoate

Product 3

HCID 11776TriphenylphosphineHCID 24408BromineHCID 18935269HCID 18935269, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The 3-[4-(4,4-dimethyl-4-ethoxycarbonylbutoxy)phenoxy]propyltriphenylphosphonium bromide used as starting material was prepared by reacting triphenylphosphine in acetonitrile, at reflux, with ethyl 2,2-dimethyl-5-[4-(3-bromopropyloxy)phenoxy]pentanoate, itself obtained from ethyl 5-[4-(3-hydroxypropyloxy)phenoxy]pentanoate and bromine in acetonitrile in the presence of triphenylphosphine.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-1ed77840c3734a39844b39f7948bc2ab
Source dataset
uspto-grants-1998_03
Patent number
US05734077

Reaction notes

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