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

HRID 2167144노트

반응식

HRID 2167144 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6a5dd8398c144a578556394bdfd149f5
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045389B2

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