Methanol → Methyl 8-amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylate

HRID 724869ノート

反応式

HRID 724869 の反応式
C([NH:4][C:5]1[C:10]2[O:11][CH2:12][CH2:13][O:14][C:9]=2[C:8]([C:15]([OH:17])=[O:16])=[CH:7][CH:6]=1)(=O)C.S(=O)(=O)(O)O.[CH3:23]O>>[NH2:4][C:5]1[C:10]2[O:11][CH2:12][CH2:13][O:14][C:9]=2[C:8]([C:15]([O:17][CH3:23])=[O:16])=[CH:7][CH:6]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 149562078-Acetamido-1,4-benzodioxan-5-carboxylic acid

生成物 1

HCID 19711232Methyl 8-amino-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylate収率 89%

実験手順

A stirred solution of 8-acetamido-1,4-benzodioxan-5-carboxylic acid (GB 1 571 278) (2.5 g, 0.0105 mole)in methanol (60 ml) was treated with concentrated sulphuric acid (2 ml) and the solution kept at room temperature for 20 hours, then concentrated in vacuo to approxiamately 10 ml volume. The residue was treated with water (30 ml), basified with potassium carbonate and a precipitate was produced. This was filtered off, washed with water and dried to afford methyl 8-amino-1,4-benzodioxan-5-carboxylate as a white solid (1.96 g, 89%). 1H NMR (CDCl3) δ:7.38(d,1 H), 6.28(d,1 H), 4.25-4.43(m,4 H), 4.12(br s,2 H), 3.83(s,3 H).

後処理

  1. concentrationconcentrated in vacuo to approxiamately 10 ml volume
  2. additionThe residue was treated with water (30 ml)
  3. customa precipitate was produced
  4. filtrationThis was filtered off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-195af2ceab8e46768b36b30240fdf8f5
出典データセット
uspto-grants-1998_01
特許番号
US05705509

反応ノート

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