Diethyl Carbonate → HCID 69491010、化合物

HRID 1768132ノート

反応式

HRID 1768132 の反応式
[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]

参加物

5

反応物 3

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 23614758HCID 23614758、化合物

生成物 1

HCID 69491010HCID 69491010、化合物収率 52%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-b0c9f8377e4c444780fd4f4ce369227b
出典データセット
uspto-grants-2007_06
特許番号
US07235581B2

反応ノート

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