Acetic Anhydride → N-(2,3-dihydro-1,4-benzodioxin-5-yl)acetamide

HRID 1487200

반응식

HRID 1487200 반응식
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[C:7]([NH2:11])=[CH:8][CH:9]=[CH:10][C:2]1=2.[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(O)C>[O:1]1[CH2:6][CH2:5][O:4][C:3]2[C:7]([NH:11][C:12](=[O:14])[CH3:13])=[CH:8][CH:9]=[CH:10][C:2]1=2

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 117883872,3-Dihydro-1,4-benzodioxin-5-amine2회

생성물 1

HCID 658593N-(2,3-dihydro-1,4-benzodioxin-5-yl)acetamide수율 95%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2,3-dihydrobenzo[b][1,4]dioxin-5-amine (Intermediate B3, 4.5 g, 30 mmol) in ethanol (50 mL) at room temperature was slowly added acetic anhydride (3.0 g, 30 mmol). After the addition was over, the mixture was stirred at room temperature for 5 minutes. The resulting suspension was concentrated to give the crude product, which was purified by silica gel column chromatography (petroleum ether/ethyl acetate 4/1) to afford the product N-(2,3-dihydrobenzo[b][1,4]dioxin-5-yl)acetamide (5.5 g, yield 95%). 1H NMR (400 MHz, CDCl3) δ ppm 9.12 (s, 1H), 7.44-7.46 (d, 1H, J=8.0 Hz), 6.71-6.75 (t, 1H, J=8.0 Hz), 6.59-6.61 (d, 1H, J=7.6 Hz), 4.23-4.30 (m, 4H), 2.06 (s, 3H).

후처리

  1. customat room temperature
  2. additionAfter the addition
  3. concentrationThe resulting suspension was concentrated
  4. customto give the crude product, which
  5. customwas purified by silica gel column chromatography (petroleum ether/ethyl acetate 4/1)

출처 및 근거

ORD 기록
ord-aad21df284a645318e6f503c791ea2df
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428508B2

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