Acetic Anhydride → N-(2H-1,3-Benzodioxol-5-yl)acetamide

HRID 577613

反応式

HRID 577613 の反応式
[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[O:2]1.[CH3:11][C:12](OC(C)=O)=[O:13].C([O-])(O)=O.[Na+]>CC(O)=O>[O:10]1[C:9]2[CH:8]=[CH:7][C:5]([NH:6][C:12](=[O:13])[CH3:11])=[CH:4][C:3]=2[O:2][CH2:1]1

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 843101,3-Benzodioxol-5-amineHCID 516892Sodium Bicarbonate

生成物 1

HCID 98688N-(2H-1,3-Benzodioxol-5-yl)acetamide収率 95%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 3,4-(Methylenedioxy)aniline (8 g, 58.3 mmol) in AcOH (120 ml) was added Ac2O (48 mL). The mixture was stirred for overnight. After reaction, the mixture was poured into saturated NaHCO3 solution, and then filtered. The filtrate was extracted with ethyl acetate to give N-(benzo[d][1,3]dioxol-5-yl)acetamide (10 g, 95%). LCMS: 180[M+1]+.; 1H NMR (DMSO-d6) δ 2.0 (s, 3H), 5.96 (s, 2H), 6.82 (d, 1H, J=8.1 Hz), 6.91 (d, 1H, J=2.1 Hz), 7.30 (d, 1H, J=1.8 Hz), 9.84 (s, 1H).

後処理

  1. customAfter reaction
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ethyl acetate

出典と根拠

ORDレコード
ord-7c9ba336153c4c0a9a4ba7e7418b721d
出典データセット
uspto-grants-2015_05
特許番号
US09040556B2

関連ノート

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