4,4'-Dihydroxybiphenyl → [1,1'-Biphenyl]-4-ol, 4'-(decyloxy)-

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C1(C)C=CC(S(O[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])(=O)=O)=CC=1>>[CH2:25]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

Reactant 2

HCID 71124,4'-Dihydroxybiphenyl

HCID 13096002Decyl 4-methylbenzene-1-sulfonate

Product 1

HCID 10616140[1,1'-Biphenyl]-4-ol, 4'-(decyloxy)-

Procedure

4'-n-Decyloxy-4-hydroxybiphenyl was synthesized by monoalkylating commercially available 4,4'-dihydroxybiphenyl in the presence of an equivalent amount of n-decyl p-toluenesulfonate and an akali (m.p. 149° C.).

Sources & evidence

ORD record: ord-8c49b4b3c88c47d2b1d89b8a271ea727
Source dataset: uspto-grants-1986_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04576732

Reaction notes

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