Methyl 7-nitrobenzofuran-4-carboxylate → Methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylate

HRID 2364661노트

반응식

HRID 2364661 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:13]([O:15][CH3:16])=[O:14])=[C:8]2[C:12]=1[O:11][CH:10]=[CH:9]2)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:13]([O:15][CH3:16])=[O:14])=[C:8]2[C:12]=1[O:11][CH2:10][CH2:9]2

참가 물질

4

반응물 1

HCID 20738655Methyl 7-nitrobenzofuran-4-carboxylate

생성물 1

HCID 68107686Methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylate수율 62.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

Methyl 7-nitrobenzofuran-4-carboxylate 1f (820 mg, 3.70 mmol) was dissolved in 150 mL of methanol in an ice-water bath, added with (164 mg, 10%) palladium/carbon, methanol (0.3 mL). The resulting solution was subjected to hydrogenation for 16 hours at 3 atmosphere at room temperature. The resulting mixture was filtered and washed with 50 mL of methanol, concentrated under reduced pressure. The crude residue was recrystallised by the mixture solvent of 25 mL ethyl acetate and n-hexane (V/V=1:4) to obtain the title compound methyl 7-amino-2,3-dihydrobenzofuran-4-carboxylate 1g (446 mg, yield: 62.0%) as a gray solid.

후처리

  1. filtrationThe resulting mixture was filtered
  2. washwashed with 50 mL of methanol
  3. concentrationconcentrated under reduced pressure
  4. customThe crude residue was recrystallised by the mixture solvent of 25 mL ethyl acetate and n-hexane (V/V=1:4)

출처 및 근거

ORD 기록
ord-2d982ef75d1a4446a41cb0a5153faed8
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691822B2

반응 노트

불러오는 중…