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Pyridine → Nonanamide

HRID 1353180
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HRID 1353180 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 81271-Heptanamine

생성물 1

HCID 70709Nonanamide수율 98%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

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후처리

  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

출처 및 근거

ORD 기록
ord-3ea181f910d240c480c75b3da9364082
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220884B2

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