Sulfuric Acid → 5-benzyloxy-N1-methylbenzene-1,2-diamine

HRID 1430409ノート

反応式

HRID 1430409 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:17]([O-])=O)=[C:13]([CH:16]=1)[NH:14][CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O>[C].[Pt].CC(O)C>[CH2:1]([O:8][C:9]1[CH:16]=[C:13]([NH:14][CH3:15])[C:12]([NH2:17])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 1118Sulfuric AcidHCID 679540515-benzyloxy-N-methyl-2-nitroaniline

生成物 1

HCID 679539775-benzyloxy-N1-methylbenzene-1,2-diamine収率 94.7%

試薬・触媒・溶媒 2

HCID 178503042HCID 178503042、化合物触媒HCID 3776Isopropanol溶媒

実験手順

5% platinum carbon (0.50 g, (DRY)) was added to a 2-propanol (170 mL) suspension of 5-benzyloxy-N-methyl-2-nitroaniline (10.00 g, 38.7 mmol), and catalytic hydrogenation reaction was performed at ordinary pressure. The reaction solution was filtered to remove a catalyst. The catalyst was washed with 2-propanol (20 mL), and the washing liquid was added to the precedent filtrate. Under ice cooling, 97% sulfuric acid (1.06 mL, 19.3 mmol) was added to the mixture, and then the mixture was stirred under the same temperature for 30 minutes. The resulting precipitated crystals were collected by filtration, then washed with 2-propanol (40 mL), and dried at 40° C., thereby obtaining 9.07 g of a light-purple, crystal target compound (yield: 94.7%).

後処理

  1. filtrationThe reaction solution was filtered
  2. customto remove a catalyst
  3. washThe catalyst was washed with 2-propanol (20 mL)
  4. additionthe washing liquid was added to the precedent filtrate
  5. customThe resulting precipitated crystals
  6. filtrationwere collected by filtration
  7. washwashed with 2-propanol (40 mL)
  8. customdried at 40° C.

出典と根拠

ORDレコード
ord-c1617e0b284f494d9de7aa602731dd11
出典データセット
uspto-grants-2015_01
特許番号
US08940889B2

反応ノート

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