Triethylamine → N-Propionyl 1-amino-4-chloronaphthalene

HRID 1761278

반응식

HRID 1761278 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Cl:12])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:20](Cl)(=[O:23])[CH2:21][CH3:22]>ClCCl.C(OCC)(=O)C>[C:20]([NH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Cl:12])=[CH:4][CH:3]=1)(=[O:23])[CH2:21][CH3:22]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 784084-Chloronaphthylamine

생성물 1

HCID 22595085N-Propionyl 1-amino-4-chloronaphthalene수율 68%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 1-amino-4-chloronaphthalene (0.70 g, 3.9 mmol) in dichloromethane (50 ml) was added triethylamine (1.0 ml, 7 mmol), followed by propionyl chloride (0.5 ml, 5.8 mmol). After 20 min the mixture was diluted with ethyl acetate (150 ml) and washed with 2N HCl (100 ml) followed by saturated sodium carbonate (100 ml). The organic phase was separated, dried (MgSO4) and the solvent removed in vacuo. The residue was triturated with a mixture of ethyl acetate and heptane, 130 ml, 3:10) to give 0.62 g (67%) of the desired compound as a white solid.

후처리

  1. washwashed with 2N HCl (100 ml)
  2. customThe organic phase was separated
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customThe residue was triturated with a mixture of ethyl acetate and heptane, 130 ml, 3:10)

출처 및 근거

ORD 기록
ord-34a6d0fe94804616bb4845074d70fbfb
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06846953B1

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