Dimethylformamide → 2-Chloro-6-methoxy-4-(trifluoromethyl)benzaldehyde

HRID 2167144ノート

反応式

HRID 2167144 の反応式
[Li]CCCC.[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([O:17][CH3:18])[CH:8]=1.CN([CH:22]=[O:23])C>C1COCC1>[Cl:6][C:7]1[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=[C:9]([O:17][CH3:18])[C:8]=1[CH:22]=[O:23]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 38491413-Chloro-5-(trifluoromethyl)anisoleHCID 178418339Butyllithium

生成物 1

HCID 840702922-Chloro-6-methoxy-4-(trifluoromethyl)benzaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A 2M n-BuLi solution (2.07 mL, 4.3 mmol) was added to a −78° C. THF solution (20 mL) of 1-chloro-3-methoxy-5-(trifluoromethyl)benzene (870 mg, 4.1 mmol). After 45 min neat DMF (0.39 mL, 5.0 mmol) was added, and the resulting solution was allowed to warm to 0° C. gradually, quenched with NH4Cl solution, and extracted with diethyl ether. The combined extracts were dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

後処理

  1. customquenched with NH4Cl solution
  2. extractionextracted with diethyl ether
  3. dry with materialThe combined extracts were dried (Na2SO4)
  4. concentrationconcentrated
  5. custompurified via column chromatography

出典と根拠

ORDレコード
ord-6a5dd8398c144a578556394bdfd149f5
出典データセット
uspto-grants-2015_06
特許番号
US09045389B2

反応ノート

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