Diethyl Carbonate → HCID 69491010, 화합물

HRID 1768132노트

반응식

HRID 1768132 반응식
[H-].[Na+].C(O[C:6](=[O:10])[O:7][CH2:8][CH3:9])C.[F:11][C:12]1[CH:13]=[C:14]([CH:29]=[CH:30][CH:31]=1)[CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:27][CH2:26][CH2:25][C:24]2=[O:28])=[CH:19][CH:18]=1>C1COCC1>[CH2:8]([O:7][C:6]([CH:25]1[CH2:26][CH2:27][N:23]([C:20]2[CH:21]=[CH:22][C:17]([O:16][CH2:15][C:14]3[CH:29]=[CH:30][CH:31]=[C:12]([F:11])[CH:13]=3)=[CH:18][CH:19]=2)[C:24]1=[O:28])=[O:10])[CH3:9]

참가 물질

5

반응물 3

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 23614758HCID 23614758, 화합물

생성물 1

HCID 69491010HCID 69491010, 화합물수율 52%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

370 mg (15.4 mmol) sodium hydride is suspended in 20 ml THF and 911 mg (7.7 mmol) diethylcarbonate is added. The suspension is heated to reflux temperature. A solution of 2.0 g (7.0 mmol) 1-[4-(3-Fluoro-benzyloxy)-phenyl]-pyrrolidin-2-one in 10 ml THF is slowly added into the boiling solution. The mixture is boiled for another 5 hours, then hydrolysed with cold water and washed successively with water, saturated sodium hydrogencarbonate solution, water and saturated sodium chloride solution. Chromatography (silica gel, dichloromethane/ethyl acetate) yields 1.3 g (52%) of a yellowish semisolid. MS: m/e=358.2 (M+H)+.

후처리

  1. temperatureThe suspension is heated
  2. temperatureto reflux temperature
  3. washhydrolysed with cold water and washed successively with water, saturated sodium hydrogencarbonate solution, water and saturated sodium chloride solution

출처 및 근거

ORD 기록
ord-b0c9f8377e4c444780fd4f4ce369227b
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07235581B2

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