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

HRID 343639Notes

Reaction equation

HRID 343639 reaction equation
[F: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.Br[CH2:16][CH2:17][CH2:18][OH:19].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:16][CH2:17][CH2:18][OH:19])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 3454204-Fluoro-4'-hydroxybiphenyl

Product 1

HCID 544646794-Fluoro-4'-(3-hydroxypropoxy)biphenylYield 89%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using 2.8 g (14.9 mmol) of 4-fluoro-4'-hydroxybiphenyl, 50 ml of acetonitrile, 2.17 g (15.6 mmol) of 3-bromopropanol and 4.11 g (30 mmol) of anhydrous potassium carbonate, synthetic treatment was carried out in the same manner as in Example 2. The obtained colorless powder was recrystallized from benzene/n-hexane to obtain 3.26 g (yield: 89%) of 4-fluoro-4'-(3-hydroxypropoxy)biphenyl (18) as a colorless powder.

Workup

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

Sources & evidence

ORD record
ord-5f17135bb4c44ab9a0b90d1306a4627c
Source dataset
uspto-grants-1999_01
Patent number
US05861534

Reaction notes

Loading…