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

HRID 1430409노트

반응식

HRID 1430409 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 679539775-benzyloxy-N1-methylbenzene-1,2-diamine수율 94.7%

시약·촉매·용매 2

HCID 178503042HCID 178503042, 화합물촉매HCID 3776Isopropanol용매

실험 절차

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%).

후처리

  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.

출처 및 근거

ORD 기록
ord-c1617e0b284f494d9de7aa602731dd11
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940889B2

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