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

HRID 1487200

反応式

HRID 1487200 の反応式
[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

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 117883872,3-Dihydro-1,4-benzodioxin-5-amine2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-aad21df284a645318e6f503c791ea2df
出典データセット
uspto-grants-2016_08
特許番号
US09428508B2

関連ノート

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