Pyridine → Nonanamide

HRID 1353180ノート

反応式

HRID 1353180 の反応式
[CH2:1]([NH2:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].N1[CH:14]=[CH:13]C=CC=1.C(Cl)(=[O:17])C>C(Cl)Cl>[CH2:3]([CH2:2][C:1]([NH2:8])=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:13][CH3:14]

参加物

5

反応物 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 81271-Heptanamine

生成物 1

HCID 70709Nonanamide収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of n-heptylamine (10.31 g, 89.4 mmol) in 100 mL CH2Cl2 was cooled in an ice bath. Pyridine (7.5 mL, 92.7 mmol) was added. Acetyl chloride (8.0 mL, 11 mmol) was gradually added over the course of 2 min. The ice bath was removed and the solution was allowed to warm to room temperature. After 1 h, water (100 mL) was added, and the organic layer was separated. The aqueous layer was extracted with 100 mL CH2Cl2. The combined organic extracts were washed with 10% aqueous HCl solution, saturated NaHCO3 solution and then saturated NaCl solution. The solution was dried over MgSO4 and evaporated to give n-heptyl acetamide as a colorless liquid (13.73 g, 98% yield.

後処理

  1. customThe ice bath was removed
  2. additionwater (100 mL) was added
  3. customthe organic layer was separated
  4. extractionThe aqueous layer was extracted with 100 mL CH2Cl2
  5. washThe combined organic extracts were washed with 10% aqueous HCl solution, saturated NaHCO3 solution
  6. dry with materialThe solution was dried over MgSO4
  7. customevaporated

出典と根拠

ORDレコード
ord-3ea181f910d240c480c75b3da9364082
出典データセット
uspto-grants-2007_05
特許番号
US07220884B2

反応ノート

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