Ammonium Chloride → 6-Methyl-1,3-dioxaindan-5-amine

HRID 32798

반응식

HRID 32798 반응식
[CH3:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1.[Cl-].[NH4+]>[Fe].CO.O>[CH3:1][C:2]1[C:10]([NH2:11])=[CH:9][C:5]2[O:6][CH2:7][O:8][C:4]=2[CH:3]=1

참가 물질

5

반응물 2

HCID 25517Ammonium Chloride2회HCID 45504615-Methyl-6-nitro-1,3-benzodioxole

생성물 1

HCID 124453406-Methyl-1,3-dioxaindan-5-amine수율 94.5%

시약·촉매·용매 2

HCID 23925Iron촉매2회HCID 22242641Methanol--water (1/1)용매

실험 절차

A mixture of 5-methyl-6-nitro-benzo(1,3)dioxole (50 mg, 0.28 mmol), Fe (54 mg, 3.5 eq) and ammonium chloride (51.2 mg, 3.5 eq) in a 1:1 mixture of MeOH/H2O (2.8 mL) was subjected to microwave irradiation (60W, P=100 p.s.i.) at 80° C. for four 10 min periods. The brown solution was allowed to cool to r.t. and more Fe (3.5 eq) and ammonium chloride (3.5 eq) were added. The mixture was subjected to microwave irradiation (60W, P=100 p.s.i.) at 80° C. for an additional 10 min. Fe was filtered off and the solvent evaporated. The crude product was purified on an SCX cartridge (cHex/EtOAc 9:1) to give the title compound as a brown solid (40 mg, 93%).

후처리

  1. filtrationFe was filtered off
  2. customthe solvent evaporated
  3. customThe crude product was purified on an SCX cartridge (cHex/EtOAc 9:1)

출처 및 근거

ORD 기록
ord-dc47ee82b9a8400b886e1229bfe8af8c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427630B2

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