Water → HCID 21920028, compound

HRID 1884095Notes

Reaction equation

HRID 1884095 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]Br.C(=O)([O-])[O-].[K+].[K+].O>CC(CC)=O>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][CH2:16][C:15]1[CH:18]=[CH:19][CH:20]=[C:13]([F:12])[CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 98252-Fluoro-4-nitrophenolHCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromide

Product 1

HCID 21920028HCID 21920028, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 10.0 g (64 mmol) 2-fluoro-4-nitrophenol, 130.24 g (70 mmol) 3-fluorobenzyl bromide and 17.6 g (127 mmol) potassium carbonate in 200 ml methyl-ethylketone is heated overnight at 80°. Water is added and the product is extracted with ethyl acetate, dried and evaporated. Recrystallisation from diethyl ether/hexane yields 12.68 g (75%) of a slightly yellow solid. MS: m/e=265.1 (M+).

Workup

  1. temperatureis heated overnight at 80°
  2. extractionthe product is extracted with ethyl acetate
  3. customdried
  4. customevaporated
  5. customRecrystallisation from diethyl ether/hexane
  6. customyields 12.68 g (75%) of a slightly yellow solid

Sources & evidence

ORD record
ord-a91adab50a394e8aa5397ec0f3043a30
Source dataset
uspto-grants-2004_07
Patent number
US06762320B2

Reaction notes

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