2-Methoxyethanol → 2,2-Dichloro-N-[(2-methoxyethoxy)methyl]-N-(prop-2-EN-1-YL)acetamide

HRID 1905557노트

반응식

HRID 1905557 반응식
[CH2:1]([N:4]([CH2:10]Cl)[C:5](=[O:9])[CH:6]([Cl:8])[Cl:7])[CH:2]=[CH2:3].[CH3:12][O:13][CH2:14][CH2:15][OH:16].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:1]([N:4]([CH2:10][O:16][CH2:15][CH2:14][O:13][CH3:12])[C:5](=[O:9])[CH:6]([Cl:8])[Cl:7])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 80192-MethoxyethanolHCID 8471TriethylamineHCID 200358422,2-Dichloro-N-(chloromethyl)-N-(prop-2-en-1-yl)acetamide

생성물 1

HCID 138242772,2-Dichloro-N-[(2-methoxyethoxy)methyl]-N-(prop-2-EN-1-YL)acetamide

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of N-allyl-N-chloromethyldichloroacetamide (21.7 g., 0.1 mole) and 2-methoxyethanol (8.4 g., 8.7 ml., 0.11 mole) in dry chloroform (50 ml.) is placed in a round-bottomed, four-necked flask of 250 ml, equipped with a calcium chloride tube, reflux condenser, mechanical stirrer, dropping funnel and thermometer. Triethylamine (10.1g., 13.9 ml., 0.1 mole) is added under stirring and external cooling in such a rate that the temperature does not exceed 35° C. After the addition is complete, the mixture is stirred for an additional 2 hours at room temperature. The mixture is washed with water (2×70 ml) for removing the triethylamine hydrochloride formed, the chloroform solution is dried over anydrous sodium sulfate and, after distillation of the chloroform, the product is dried under reduced pressure to give 23.6 g. (92%) of a pale yellow oil which is the named compound of 95% purity according to an analysis by gas chromatography; nD25 =1.4801. This product is directly useful for practical purposes.

후처리

  1. customequipped with a calcium chloride tube
  2. temperaturereflux condenser, mechanical stirrer
  3. temperatureexternal cooling in such a rate that the temperature
  4. customdoes not exceed 35° C
  5. additionAfter the addition
  6. stirringthe mixture is stirred for an additional 2 hours at room temperature
  7. washThe mixture is washed with water (2×70 ml)
  8. customfor removing the triethylamine hydrochloride
  9. customformed
  10. dry with materialthe chloroform solution is dried over anydrous sodium sulfate
  11. distillationafter distillation of the chloroform
  12. customthe product is dried under reduced pressure
  13. customto give 23.6 g

출처 및 근거

ORD 기록
ord-a8c2c8904af94438aff2f0857934eafb
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04843177

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