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

HRID 1440792

反応式

HRID 1440792 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒

実験手順

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%.

後処理

  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)

出典と根拠

ORDレコード
ord-56de54e293c949128f37d7aafeb77437
出典データセット
uspto-grants-1996_03
特許番号
US05500424

関連ノート

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