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Water → HCID 14618040, compound

HRID 981365
Notes
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Reaction equation

HRID 981365 reaction equation
Cl[C:2]1[C:6]([F:8])([F:7])[C:5]([F:10])([F:9])[C:4]([F:12])([F:11])[C:3]=1Cl.[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)([O-:16])=[O:15].[OH-:24].[K+].[OH2:26]>CN(C)C=O.C(Cl)Cl>[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23][C:2]2[C:6]([F:8])([F:7])[C:5]([F:10])([F:9])[C:4]([F:12])([F:11])[C:3]=2[O:24][C:20]2[CH:21]=[CH:22][C:17]([N+:14]([O-:15])=[O:26])=[CH:18][CH:19]=2)=[CH:19][CH:18]=1)([O-:16])=[O:15]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 962WaterHCID 9804-NitrophenolHCID 128151,2-DichloroperfluorocyclopenteneHCID 14797Potassium Hydroxide

Product 1

HCID 14618040HCID 14618040, compound

Reagents, catalysts & solvents 2

HCID 6228Dimethylformamide
Solvent
HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

24.5 g of 1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopent-1-ene (0.1 mol) were initially introduced at 10° C. in 50 ml of dimethylformamide. After the addition of 27.8 g of 4-nitrophenol (0.2 mol) and 11.2 g (0.2 mol) of finely powdered KOH, the mixture was slowly warmed to 50° C. with stirring and held at this temperature for 20 hours. The reaction mixture was then poured into 500 ml of water, methylene chloride was added, and the organic phase was separated off and washed successively with 100 ml of water water, 100 ml of 10% strength by weight sodium hydroxide solution and again with 100 ml of water. After drying over sodium sulphate the mixture was concentrated to dryness on a rotary evaporator.

Workup

  1. additionwas added
  2. customthe organic phase was separated off
  3. washwashed successively with 100 ml of water water, 100 ml of 10% strength by weight sodium hydroxide solution and again with 100 ml of water
  4. dry with materialAfter drying over sodium sulphate the mixture
  5. concentrationwas concentrated to dryness on a rotary evaporator

Sources & evidence

ORD record
ord-3bf74c5fc3bd4b5cb7cdce3e9c4b4162
Source dataset
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04990633

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes