Dimethylformamide → 4-Bromo-2,5-dimethoxybenzaldehyde

HRID 1473623

반응식

HRID 1473623 반응식
Br[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([Br:10])=[CH:4][C:3]=1[O:11][CH3:12].C([Li])CCC.CN([CH:21]=[O:22])C>CCOCC>[Br:10][C:5]1[C:6]([O:8][CH3:9])=[CH:7][C:2]([CH:21]=[O:22])=[C:3]([O:11][CH3:12])[CH:4]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 2312401,4-Dibromo-2,5-dimethoxybenzeneHCID 178418339Butyllithium

생성물 1

HCID 7779974-Bromo-2,5-dimethoxybenzaldehyde

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A solution of 1,4-dibromo-2,5-dimethoxybenzene (7.00 g, 23.65 mmol) in 100 mL ether was cooled to −78° C. and was treated with n-butyllithium (10.41 ml, 26.0 mmol). After stirring for 10 minutes, the reaction mixture was quenched with DMF (3.66 ml, 47.3 mmol), and the cooling bath was removed. After stirring for an additional hour, LC/MS showed mostly product, so the reaction mixture was washed with 1N citric acid solution, the organics dried over MgSO4 and concentrated. The crude product was carried forward in step two without purification. (M+H)+=245.1.

후처리

  1. customthe cooling bath was removed
  2. stirringAfter stirring for an additional hour
  3. washso the reaction mixture was washed with 1N citric acid solution
  4. dry with materialthe organics dried over MgSO4
  5. concentrationconcentrated
  6. customThe crude product was carried forward in step two without purification

출처 및 근거

ORD 기록
ord-b8d0621c5be744f1ba978e0dd6902d67
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012443B2

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