Benzene, 1-bromo-4-(trifluoromethyl)- → Methanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-

HRID 1577163노트

반응식

HRID 1577163 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.C([Li])CCC.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([O-])=[O:23].[Na+]>CCOCC.O>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]([C:22](=[O:23])[C:21]2[CH:25]=[CH:26][CH:27]=[C:19]([O:18][CH3:17])[CH:20]=2)=[CH:3][CH:4]=1

참가 물질

6

반응물 3

HCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-2회HCID 23719438Sodium 3-methoxybenzoateHCID 178418339Butyllithium

생성물 1

HCID 12139417Methanone, (3-methoxyphenyl)[4-(trifluoromethyl)phenyl]-수율 55%

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매2회

실험 절차

This is carried out under nitrogen at -60° C. 0.29 mol (65 g) of para-bromo-trifluoromethylbenzene dissolved in 100 ml of anhydrous ether is added dropwise to 0.29 mol of butyl-lithium in solution in ether (1.48 mol/liter). The reaction is followed by gas phase chromatography; when there is no longer any remaining para-bromo-trifluoromethylbenzene, 0.29 mol (50.5 g) of sodium 3-methoxybenzoate is added. The mixture is allowed to return to ambient temperature. After stirring for 64 hours, it is hydrolysed in iced water. The batch is extracted with ether. The ether phase is dried, decolorised and concentrated. 45 g of a product which has been recrystallised from a mixture of isopropyl ether and hexane are obtained. Melting point 69° C. Yield: 55%.

후처리

  1. customThis is carried out under nitrogen at -60° C
  2. additionis added
  3. customto return to ambient temperature
  4. extractionThe batch is extracted with ether
  5. dry with materialThe ether phase is dried
  6. concentrationconcentrated
  7. custom45 g of a product which has been recrystallised from a mixture of isopropyl ether and hexane
  8. customare obtained

출처 및 근거

ORD 기록
ord-30e8ff838aa7477eb0caa43c0c3e7ef1
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04287209

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