Water → HCID 14618040, compound

HRID 981365Notes

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]

Participants

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

additionwas added
customthe organic phase was separated off
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
dry with materialAfter drying over sodium sulphate the mixture
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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