Diethyl Malonate → HCID 19047076, 화합물

HRID 1780600노트

반응식

HRID 1780600 반응식
[Na].C(OCC)(=O)[CH2:3][C:4](OCC)=[O:5].[CH3:13][C:14]1([CH3:31])[CH2:18][C:17]2[C:19]([CH3:30])=[C:20]([CH:25]=[CH:26][C:27](=[O:29])[CH3:28])[C:21]([CH3:24])=[C:22]([CH3:23])[C:16]=2[O:15]1.[OH-].[Na+]>CO>[CH3:13][C:14]1([CH3:31])[CH2:18][C:17]2[C:19]([CH3:30])=[C:20]([CH:25]3[CH2:3][C:4](=[O:5])[CH2:28][C:27](=[O:29])[CH2:26]3)[C:21]([CH3:24])=[C:22]([CH3:23])[C:16]=2[O:15]1

참가 물질

6

반응물 4

HCID 7761Diethyl MalonateHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 54306171HCID 54306171, 화합물

생성물 1

HCID 19047076HCID 19047076, 화합물

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

To a solution of 0.86 g of sodium in 37 ml of absolute methanol was added 5.6 ml of diethyl malonate. After stirring for 20 minutes, the mixture was added 8 g of the 4-(2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5- yl)-3-buten-2-one in 15 ml of absolute methanol, refluxed for 4 hours and then added 75 g of 6% aqueous solution of sodium hydroxide and refluxed for 4 hours. The reaction mixture was cooled to room temperature and washed three times with 50 ml of diethyl ether. 2N aqueous solution of hydrochloric acid was added drop wise into the aqueous layer until the bubble of carbon dioxide ceased. Solid was dissolved in ethyl acetate and washed with water. The combined organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford 6.36 g of 5-(2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran-5-yl)cyclohexane-1,3-dione as a yellow solid.

후처리

  1. temperaturerefluxed for 4 hours
  2. temperaturerefluxed for 4 hours
  3. washwashed three times with 50 ml of diethyl ether
  4. addition2N aqueous solution of hydrochloric acid was added drop wise into the aqueous layer until the
  5. custombubble of carbon dioxide
  6. dissolutionSolid was dissolved in ethyl acetate
  7. washwashed with water
  8. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0af0969415bc420b8e008a5327f45afa
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05631208

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