Diethyl Ether → HCID 19877020, compound

HRID 1886107Notes

Reaction equation

HRID 1886107 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][CH2:10][CH2:11][Br:12])=[C:6]([CH2:15][CH2:16][CH3:17])[C:5]=1[OH:18])(=[O:3])[CH3:2].[C:19]1([P:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.CCOCC>C1(C)C=CC=CC=1>[Br-:12].[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][CH2:10][CH2:11][P+:25]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[C:6]([CH2:15][CH2:16][CH3:17])[C:5]=1[OH:18])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 27752211-[4-(3-bromopropoxy)-2-hydroxy-3-propylphenyl]ethanone

Product 1

HCID 19877020HCID 19877020, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 27 g of 3-(4-acetyl-3-hydroxy-2-propylphenoxy)-propyl bromide in 50 ml of toluene is heated at reflux with 21.85 g of triphenylphosphine for 20 hours. The resulting suspension is cooled to room temperature; 200 ml of ether are added and the mixture is stirred for 1 hour. The colourless precipitate is filtered off with suction, washed with ether and dried. The title compound has a melting point of 211°-212°.

Workup

  1. filtrationThe colourless precipitate is filtered off with suction
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-3e7b350ed1d840f98cecd22a69fabae7
Source dataset
uspto-grants-1992_09
Patent number
US05149717

Reaction notes

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