Dichloromethane → 2-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide

HRID 1728866노트

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HRID 1728866 반응식
[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24](Cl)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(Cl)Cl.[NH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.N1C=CC=CC=1>[CH2:1]([O:17][C:18]1[CH:28]=[CH:27][C:21]([O:22][CH2:23][C:24]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=2)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 195092-PyridinemethanamineHCID 516892Sodium BicarbonateHCID 104317244-Hexadecyloxyphenoxyacetic chloride

생성물 1

HCID 190153632-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide수율 82.3%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6212Chloroform용매

반응 조건

온도
0 °C

실험 절차

To a 0° C. solution of 3.0 g of product from Example 87 is added 50 ml of methylene chloride, 0.829 g of 2-(aminomethyl)pyridine and 2.31 g of pyridine. The reaction is stirred at 0° C. for 3 hours; followed by 20 hours at room temperature. The mixture is poured into chloroform and saturated sodium bicarbonate. The aqueous layer is extracted with chloroform and the combined chloroform layers are washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane) to give 2.90 g of the desired product as a colorless solid.

후처리

  1. waitfollowed by 20 hours at room temperature
  2. extractionThe aqueous layer is extracted with chloroform
  3. washthe combined chloroform layers are washed with saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-756443f6f89f464ea62c9af5d438774e
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328921

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