Sulfuric Acid → 2-Methylbutyl 4'-hydroxybiphenyl-4-carboxylate

HRID 1085757Notes

Reaction equation

HRID 1085757 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17][CH:18]([CH2:21][CH3:22])[CH2:19]O.S(=O)(=O)(O)O>C1C=CC=CC=1>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH2:17][CH:18]([CH3:19])[CH2:21][CH3:22])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 87232-Methyl-1-butanolHCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

Product 1

HCID 139075372-Methylbutyl 4'-hydroxybiphenyl-4-carboxylateYield 83%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

10.6 g of 4'-hydroxybiphenyl-4-carboxylic acid and 18.7 g of (+)-2-methylbutanol were heat-refluxed for 20 hours in benzene together with 1 ml of sulfuric acid. The mixture was subjected to filtration, condensation acid recrystallization to obtain 11.0 g of the objective product (yield: 83%).

Workup

  1. filtrationThe mixture was subjected to filtration, condensation acid recrystallization

Sources & evidence

ORD record
ord-57cee7624ea74b0a91e2355b405c6773
Source dataset
uspto-grants-1991_04
Patent number
US05011623

Reaction notes

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