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

HRID 724869노트

반응식

HRID 724869 반응식
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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-195af2ceab8e46768b36b30240fdf8f5
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705509

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