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Butylamine → N-butyl-2-phenoxyacetamide

HRID 651046
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HRID 651046 반응식
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[O:6]([CH2:13][C:14](Cl)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)Cl>[CH2:1]([NH:5][C:14](=[O:15])[CH2:13][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4]
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참가 물질

4

반응물 2

HCID 8007ButylamineHCID 69703Phenoxyacetyl chloride

생성물 1

HCID 5011881N-butyl-2-phenoxyacetamide수율 104.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
-10 °C

실험 절차

A 100 mL 3-neck, round-bottom flask was charged with N-butylamine (8 mL, 80 mmol) and CH2Cl2 (20 mL) under N2 purge. The reaction was cooled to −10° C. Phenoxylacetylchloride (2.8 mL, 20 mmol) was slowly added via syringe, and the reaction was stirred at −10° C. for 5 minutes and warmed to room temperature. After 2 hours, the solvent was removed under vacuum. The reaction was diluted with water and extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), filtered, and concentrated under vacuum. The pale yellow oil crystallized upon standing to provide 4.32 g of the title compound as a pale yellow crystalline solid. MS (DCI/NH3) m/z 225 (M+H)+.

후처리

  1. custompurge
  2. temperaturewarmed to room temperature
  3. waitAfter 2 hours
  4. customthe solvent was removed under vacuum
  5. additionThe reaction was diluted with water
  6. extractionextracted with EtOAc (3×20 mL)
  7. washThe combined organic layers were washed with brine (20 mL)
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated under vacuum
  11. customThe pale yellow oil crystallized

출처 및 근거

ORD 기록
ord-173ba56b755e4dc5a657b354d911abd0
출처 데이터셋
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06277871B1

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