4,4'-Dihydroxybiphenyl → 2,2'-Diallyl-4,4'-biphenol

HRID 1987312Notes

Reaction equation

C([O:4][CH2:5][CH:6]=[CH2:7])C=C.[CH:8]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)=[CH:12][CH:11]=[C:10](O)[CH:9]=1.[CH2:22](OCCCCCCCCCCCC)[CH2:23][CH2:24]CCCCCCCCC>>[CH2:24]([C:18]1[CH:19]=[C:14]([C:13]2[CH:7]=[CH:6][C:5]([OH:4])=[C:11]([CH2:10][CH:9]=[CH2:8])[CH:12]=2)[CH:15]=[CH:16][C:17]=1[OH:20])[CH:23]=[CH2:22]

Participants

Reactant 3

HCID 71124,4'-Dihydroxybiphenyl

HCID 11194Diallyl ether

HCID 20667Dilauryl Ether

Product 1

HCID 2455572,2'-Diallyl-4,4'-biphenol

Procedure

3,3′-Diallyl 4,4′-dihydroxybiphenyl was prepared by the Claisen rearrangement of the diallyl ether of 4,4′-bisphenol and was converted into its didodecyl ether in the same manner as for Compound 9 of Example 1 (66% yield). The dodecyl ether was a white crystalline solid, melting point 116-118° C.

Sources & evidence

ORD record: ord-99612421176f4a0789389849c42865b8
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07550522B2

Reaction notes

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