Ethanol → Ethyl 4'-hydroxy-4-biphenylcarboxylate

HRID 231014Notes

Reaction equation

HRID 231014 reaction equation
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.[CH2:22](O)[CH3:23]>>[CH2:22]([O:20][C:19]([C:16]1[CH:17]=[CH:18][C:13]([C:10]2[CH:9]=[CH:8][C:7]([OH:6])=[CH:12][CH:11]=2)=[CH:14][CH:15]=1)=[O:21])[CH3:23]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

Product 1

HCID 4049156Ethyl 4'-hydroxy-4-biphenylcarboxylateYield 97%

Procedure

1 ml of conc. sulfuric acid was added to an ethanol solution of 0.1 mole(21.4 g) of 4'-hydroxybiphenyl-4-carboxylic acid, and stirred for 18 hours. The reaction solution was concentrated, and then purified by column chromatography, to obtain 22.8 g of 4'-hydroxybiphenyl-4-carboxylic acid ethyl ester [m.p. 144.4°-145.6° C⟧ (yield: 97%)

Workup

  1. concentrationThe reaction solution was concentrated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-ba5b307958374a14ab8e0e363ac9ecfd
Source dataset
uspto-grants-1989_07
Patent number
US04844835

Reaction notes

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