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

HRID 1761278

反応式

HRID 1761278 の反応式
[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]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 784084-Chloronaphthylamine

生成物 1

HCID 22595085N-Propionyl 1-amino-4-chloronaphthalene収率 68%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-34a6d0fe94804616bb4845074d70fbfb
出典データセット
uspto-grants-2005_01
特許番号
US06846953B1

関連ノート

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