Thionyl Chloride → Fluorene, 9-chloro-

HRID 36614Notes

Reaction equation

HRID 36614 reaction equation
O[CH:2]1[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.S(Cl)([Cl:17])=O>C1C=CC=CC=1>[Cl:17][CH:2]1[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 74318Fluoren-9-ol

Product 1

HCID 23115Fluorene, 9-chloro-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a cold (0° C.) suspension of 9-hydroxyfluorene (49 g) in benzene (650 mL) was added thionylchloride (70 mL). This solution was allowed to stir while warming up to room temperature overnight. The benzene was distilled off and the product was recrystallized from isopropylether to give 41 g of the title compound as a white solid: m.p. 87°-89° C.

Workup

  1. distillationThe benzene was distilled off
  2. customthe product was recrystallized from isopropylether

Sources & evidence

ORD record
ord-c21f7a2d67054d4391742728dd06276d
Source dataset
uspto-grants-1995_05
Patent number
US05416087

Reaction notes

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