3-Fluorophenol → HCID 69285268, compound

HRID 2195585Notes

Reaction equation

HRID 2195585 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[C:10]12[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:18][CH:12]([CH2:13]3)[CH2:11]1)[CH2:17]2>C1(C)C=CC=CC=1>[C:10]12([C:7]3[CH:6]=[CH:5][C:4]([OH:8])=[CH:3][C:2]=3[F:1])[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:18][CH:12]([CH2:13]3)[CH2:11]1)[CH2:17]2

Participants

4

Reactant 2

HCID 97433-FluorophenolHCID 791061-Bromoadamantane

Product 1

HCID 69285268HCID 69285268, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into a 300 ml egg plant-shaped flask, 87.3 g (779 mmole) of 3-fluorophenol, 83.8 g (389 mmole) of 1-bromoadamantane, 60 ml of toluene and a stirrer rod were placed, and the resultant mixture was stirred at 140° C. for 24 hours under the stream of nitrogen gas. The reaction fluid was left standing at the room temperature, and the formed solid substance was recovered by filtration. The recovered solid substance was washed with cold toluene and dried at 60° C. under a reduced pressure, and 63.2 g of 4-(1-admantyl)-3-fluorophenol was obtained.

Workup

  1. waitThe reaction fluid was left
  2. customstanding at the room temperature
  3. filtrationthe formed solid substance was recovered by filtration
  4. washThe recovered solid substance was washed with cold toluene
  5. customdried at 60° C. under a reduced pressure

Sources & evidence

ORD record
ord-5db8111a4b8748f590105fae0ed173ae
Source dataset
uspto-grants-2012_12
Patent number
US08337982B2

Reaction notes

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