Hydrochloric Acid → Ethyl 5-oxo-2-(2-chlorobenzoyl)laurate

HRID 1440792노트

반응식

HRID 1440792 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[O-]CC.[Na+].[O:20]=[C:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:22]=[CH2:23].Cl>C(O)C.O>[O:20]=[C:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:22][CH2:23][CH:6]([C:4](=[O:5])[C:3]1[CH:12]=[CH:13][CH:14]=[CH:15][C:2]=1[Cl:1])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 1715301-Decen-3-oneHCID 292405Ethyl (2-chlorobenzoyl)acetateHCID 2723922Sodium ethoxide

생성물 1

HCID 18981976Ethyl 5-oxo-2-(2-chlorobenzoyl)laurate수율 59.1%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

실험 절차

To a stirred solution of 0.91 g of ethyl 2-chlorobenzoylacetate in 10 cc of ethanol was added 0.27 g of sodium ethoxide at room temperature, and the mixture was stirred at room temperature for 10 minutes. Then, 0.62 g of 3-oxo-1-decene in 10 cc of ethanol was added and the resulting mixture was stirred overnight at room temperature. Water was added to the reaction mixture, and the aqueous layer was acidified with 1N HCl and extracted three times with ethyl acetate. The combined organic layer was washed with a saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was distilled off and the crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate/hexane =1/9) to obtain 0.90 g of compound I. Yield: 59.1%.

후처리

  1. stirringthe resulting mixture was stirred overnight at room temperature
  2. extractionextracted three times with ethyl acetate
  3. washThe combined organic layer was washed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe crude product thus obtained
  7. customwas purified by a silica gel column chromatography (eluent: ethyl acetate/hexane =1/9)

출처 및 근거

ORD 기록
ord-56de54e293c949128f37d7aafeb77437
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05500424

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