1-Bromopropane → 2-Butoxy-1,8-difluoro-7-propyloxyfluorene

HRID 1744750Notes

Reaction equation

HRID 1744750 reaction equation
[CH2:1]([O:5][C:6]1[C:18]([F:19])=[C:17]2[C:9]([C:10]3[CH:11]=[CH:12][C:13]([OH:21])=[C:14]([F:20])[C:15]=3[CH2:16]2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].Br[CH2:23][CH2:24][CH3:25].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]2[C:10]3[C:15](=[C:14]([F:20])[C:13]([O:21][CH2:23][CH2:24][CH3:25])=[CH:12][CH:11]=3)[CH2:16][C:17]=2[C:18]=1[F:19])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 222231277-Butoxy-1,8-difluorofluoren-2-ol

Product 1

HCID 120843262-Butoxy-1,8-difluoro-7-propyloxyfluorene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The etherification of 9 mmol of 7-butoxy-1,8-difluorofluoren-2-ol with 12 mmol of 1-bromopropane and 27 mmol of potassium carbonate in 50 ml of acetone is effected in a similar manner to the procedure described in Example 1. Purification of the crude product by chromatography on silica gel (dichloromethane/heptane) and recrystallization from heptane provides 2-butoxy-1,8-difluoro-7-propyloxyfluorene.

Workup

  1. customPurification of the crude product by chromatography
  2. customon silica gel (dichloromethane/heptane) and recrystallization from heptane

Sources & evidence

ORD record
ord-04d15fdda063455ea09351960473012a
Source dataset
uspto-grants-2006_03
Patent number
US07018685B2

Reaction notes

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