4,4'-Dihydroxybiphenyl → 4,4'-Bis-(2-chloro-3-methylpentanoyloxy)-biphenyl

HRID 973712Notes

Reaction equation

HRID 973712 reaction equation
[CH3:1][C@@H:2]([CH2:8][CH3:9])[C@H:3]([Cl:7])[C:4]([OH:6])=[O:5].O[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1>>[Cl:7][CH:3]([CH:2]([CH3:1])[CH2:8][CH3:9])[C:4]([O:6][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][C:4](=[O:5])[CH:3]([Cl:7])[CH:2]([CH3:1])[CH2:8][CH3:9])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:5]

Participants

3

Reactant 2

HCID 71124,4'-DihydroxybiphenylHCID 11051847(2S,3S)-2-Chloro-3-methylvaleric Acid

Product 1

HCID 199883364,4'-Bis-(2-chloro-3-methylpentanoyloxy)-biphenyl

Procedure

An excess of (S,S)-3-methyl-2-chloropentanoic acid is reacted with 4,4'-bis-hydroxybiphenyl analogously to Example 1. Customary working up gives optically active 4,4'-bis-(2-chloro-3-methylpentanoyloxy)-biphenyl.

Sources & evidence

ORD record
ord-40e71f0a734441818f291f1b2227f104
Source dataset
uspto-grants-1991_11
Patent number
US05064569

Reaction notes

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