2-Phenylcyclohexanone → 3,8-Diphenyl-4-hydroxy-5,6,7,8-tetrahydrocoumarin

HRID 904321Notes

Reaction equation

HRID 904321 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OCC)(=O)CC(O[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=O.C([O:32][CH2:33][CH2:34][CH3:35])CC.C([OH:38])C>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:19]1([C:34]2[C:35](=[O:38])[O:13][C:8]3[CH:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH2:12][CH2:11][CH2:10][C:9]=3[C:33]=2[OH:32])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 955922-PhenylcyclohexanoneHCID 53937759Ethyl phenyl malonateHCID 86734129Dipropyl ether ethanol

Product 1

HCID 547213313,8-Diphenyl-4-hydroxy-5,6,7,8-tetrahydrocoumarin

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

Prepared according to the method of Example 14, Stage A, by thermal condensation in diphenyl ether of 2-phenyl-cyclohexanone and ethyl phenyl malonate. M.P. 185° C. (Dipropyl ether/ethanol).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b3652377ac844c75b929876d1141febe
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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