Dimethylformamide → 4-Bromo-2,5-dimethoxybenzaldehyde

HRID 1473623

反応式

HRID 1473623 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 7779974-Bromo-2,5-dimethoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b8d0621c5be744f1ba978e0dd6902d67
出典データセット
uspto-grants-2015_04
特許番号
US09012443B2

関連ノート

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