Water → Halfenprox

HRID 2231341Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2231341
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:26])([CH3:25])[CH2:9][O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:13]=2)=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].[Br:33][C:34](Br)([F:36])[F:35].O>CN1C(=O)N(C)CC1>[CH3:25][C:8]([C:5]1[CH:4]=[CH:3][C:2]([O:1][C:34]([Br:33])([F:36])[F:35])=[CH:7][CH:6]=1)([CH2:9][O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:13]=1)[CH3:26]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6382DibromodifluoromethaneHCID 157700Phenol, 4-(1,1-dimethyl-2-((3-phenoxyphenyl)methoxy)ethyl)-HCID 23665647Potassium tert-butoxide

Produkt 1

HCID 10140464HalfenproxAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 66611,3-Dimethyl-2-imidazolidinoneLösungsmittel2×

Versuchsvorschrift

A solution of 21.6 g of 3-phenoxybenzyl 2-(4-hydroxyphenyl)-2-methylpropyl ether and 13.9 g of potassium t-butoxide in 120 ml of DMI was added dropwise to a mixture of 80 g of dibromodifluoromethane and 50 ml of DMI with stirring for 30 minutes at 50° to 60° C., and the mixture was maintained at this temperature for 3 hours. The reaction mixture was poured into water and extracted with toluene. The toluene solution was washed with dilute hydrochloric acid and water in this order, and dried. Toluene was evaporated under reduced pressure to give 29.4 g of an oily residue. The oily residue was purified by column chromatography [silica gel: 600 g; eluent: toluene/hexane (1:1)] to give 12.4 g of the desired 3-phenoxybenzyl 2-(4-difluorobromomethoxyphenyl)-2-methylpropyl ether.

Aufarbeitung

  1. temperaturethe mixture was maintained at this temperature for 3 hours
  2. extractionextracted with toluene
  3. washThe toluene solution was washed with dilute hydrochloric acid and water in this order
  4. customdried
  5. customToluene was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9686631ec3cf47af941182a6adc113d3
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04782094

Notizen zur Reaktion

Wird geladen…