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

HRID 32798

反応式

HRID 32798 の反応式
[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

参加物

5

反応物 2

HCID 25517Ammonium Chloride2 回HCID 45504615-Methyl-6-nitro-1,3-benzodioxole

生成物 1

HCID 124453406-Methyl-1,3-dioxaindan-5-amine収率 94.5%

試薬・触媒・溶媒 2

HCID 23925Iron触媒2 回HCID 22242641Methanol--water (1/1)溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-dc47ee82b9a8400b886e1229bfe8af8c
出典データセット
uspto-grants-2008_09
特許番号
US07427630B2

関連ノート

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