2-Methoxyformanilide → 2-Methoxy-N-methylaniline

HRID 1066905

반응식

HRID 1066905 반응식
[CH:1]([NH:3][C:4]1[C:5](=[CH:8][CH:9]=[CH:10][CH:11]=1)[O:6][CH3:7])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][NH:3][C:4]1[C:5](=[CH:8][CH:9]=[CH:10][CH:11]=1)[O:6][CH3:7]

참가 물질

4

반응물 2

HCID 2435812-MethoxyformanilideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 27595792-Methoxy-N-methylaniline수율 73.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

To a cold solution of 9.0 g of N-formyl o-anisidine in 50 mL of THF was added 66 mL of a 1M solution of LAH in THF dropwise at 0° C. After complete addition the reaction mixture was stirred at 0° C. for one h. The reaction was then quenched with ethyl acetate, then with a saturated solution of NH4Cl. The mixture was extracted with ether, the combined extracts were dried over magnesium sulfate, and the solvent was removed to give 6.0 g of product. 1H NMR (300 MHz, CDCl3) δ 2.85 (s, 3H), 3.83 (s, 3H), 4.16 (s, 1H), 6.61 (dd, 1H), 6.69 (m, 1H), 6.75 (dd, 1H), 6.87 (m, 1H).

후처리

  1. additionAfter complete addition the reaction mixture
  2. customThe reaction was then quenched with ethyl acetate
  3. extractionThe mixture was extracted with ether
  4. dry with materialthe combined extracts were dried over magnesium sulfate
  5. customthe solvent was removed

출처 및 근거

ORD 기록
ord-3edeb1f8f104406e9367e6c6f44ecfd3
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06245799B1

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