Ethanol → HCID 22639242, compound

HRID 2414982Notes

Reaction equation

HRID 2414982 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][OH:30])=[CH:19][CH:18]=2)=[CH:11][C:10]=1[CH3:31].C1CCCCC=1.C(O)C>[OH-].[OH-].[Pd+2].O>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][OH:30])=[CH:21][CH:22]=2)=[CH:11][C:10]=1[CH3:31]

Participants

6

Reactant 3

HCID 702EthanolHCID 8079CyclohexeneHCID 21924203HCID 21924203, compound

Product 1

HCID 22639242HCID 22639242, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 962WaterSolvent

Procedure

A mixture of 2.1 g (5.0 mmol) of (E)-4,4′-di-(6-hydroxyhexyloxy)-3-methylstilbene (3), synthesized in accordance with the method described in the European patent application having application number 01204081.2 filed by Applicant (Applicant's reference PHNL010757), 0.25 g of Pd(OH)2 on carbon, 35 ml of cyclohexene and 50 ml of ethanol is refluxed for one night. The hot solution is passed through Celite and added dropwise to 400 ml of water. The precipitated product is washed with water. 1.8 g of the product (86%) was obtained after drying.

Workup

  1. customsynthesized in accordance with the method
  2. temperatureis refluxed for one night
  3. washThe precipitated product is washed with water

Sources & evidence

ORD record
ord-f5231ea6a06247949a85d12e2a269f78
Source dataset
uspto-grants-2004_11
Patent number
US06818152B2

Reaction notes

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