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Potassium Carbonate → 4-Trifluoromethoxy-4'-(3-hydroxypropoxy)biphenyl

HRID 1377898
Notes
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Reaction equation

HRID 1377898 reaction equation
[F:1][C:2]([F:18])([F:17])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.Br[CH2:20][CH2:21][CH2:22][OH:23].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:1][C:2]([F:17])([F:18])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:20][CH2:21][CH2:22][OH:23])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 120087344-(4-Trifluoromethoxyphenyl)phenol

Product 1

HCID 536328434-Trifluoromethoxy-4'-(3-hydroxypropoxy)biphenylYield 82%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using 3.5 g (13.8 mmol) of 4-trifluoromethoxy-4'-hydroxybiphenyl, 45 ml of acetonitrile, 2.01 g (14.5 mmol) of 3-bromo-1-propanol and 3.81 g (27.5 mmol) of anhydrous potassium carbonate, synthetic treatment was carried out in the same manner as in Example 2. The obtained gray powder was recrystallized from benzene/n-hexane to obtain 3.52 g (yield: 82%) of 4-trifluoromethoxy-4'-(3-hydroxypropoxy)biphenyl (21) as a colorless powder.

Workup

  1. customThe obtained gray powder was recrystallized from benzene/n-hexane

Sources & evidence

ORD record
ord-8cf3b2d31dbb401983d5fdd6c30ae0a7
Source dataset
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05665856

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes