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

HRID 1577163ノート

反応式

HRID 1577163 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-30e8ff838aa7477eb0caa43c0c3e7ef1
出典データセット
uspto-grants-1981_09
特許番号
US04287209

反応ノート

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