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Triethyl phosphonoacetate → HCID 54164066, 화합물

HRID 2397055
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HRID 2397055 반응식
CC(C)([O-])C.[K+].C(OP([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])(OCC)=O)C.[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([O:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[C:26]([CH:29]=1)[CH:27]=O.C(=O)([O-])O.[Na+]>O1CCCC1>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([O:30][CH2:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[C:26]([CH:29]=1)[CH:27]=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 13345Triethyl phosphonoacetateHCID 516892Sodium BicarbonateHCID 189868805-Chloro-2-(2-phenylethoxy)benzaldehydeHCID 23665647Potassium tert-butoxide

생성물 1

HCID 54164066HCID 54164066, 화합물수율 168.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
2회

실험 절차

In an argon gas stream, 3.49 g of potassium t-butoxide was added to a solution of 8.36 g of ethyl diethylphosphonoacetate in 100 ml of tetrahydrofuran under ice-cooling. The obtained mixture was then stirred at the same temperature for 1 hour. Next, a solution of 5.40 g of 5-chloro-2-(2-phenylethoxy)benzaldehyde in 30 ml of tetrahydrofuran was added dropwise to the reaction mixture and the resulting mixture was stirred at the same temperature for 1 hour and then at room temperature for 19 hours. After adding 30 ml of a saturated aqueous solution of sodium hydrogencarbonate, the mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, 11.56 g of crude ethyl 5-chloro-2-(2-phenylethoxy)cinnamate was obtained. Thus compound was not purified any more but used in the subsequent reaction as such.

후처리

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at the same temperature for 1 hour
  3. waitat room temperature for 19 hours
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customAfter evaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-828f0629d46641b48a09095f1074ce7e
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05495046

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