Benzenesulfonyl chloride → HCID 19838065、化合物

HRID 476637ノート

反応式

HRID 476637 の反応式
C([Li])CCC.[CH2:6]([O:8][CH:9]1[NH:13][C:12](=[O:14])[CH:11]=[CH:10]1)[CH3:7].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCCCCC.O1CCCC1>[C:15]1([S:21]([N:13]2[CH:9]([O:8][CH2:6][CH3:7])[CH:10]=[CH:11][C:12]2=[O:14])(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 3

HCID 7369Benzenesulfonyl chlorideHCID 133284325-Ethoxy-1,5-dihydro-2H-pyrrol-2-oneHCID 178418339Butyllithium

生成物 1

HCID 19838065HCID 19838065、化合物収率 36.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

反応条件

温度
-35 °C

実験手順

7.37 cm3 of a 1.6M solution of n-butyllithium in n-hexane is added to a solution of 1.5 g of 1,5-dihydro-5-ethoxy-2H-pyrrol-2-one in 40 cm3 of tetrahydrofuran cooled to -35° C., operating at -35°/-30° C. The mixture is agitated for 20 minutes, then cooled to -40° C., and while maintaining the temperature between -38° C. and -40° C., a solution is added of 2.08 g of benzene sulphonyl chloride in 10 cm3 of tetrahydrofuran. The temperature is allowed to return to the ambient, the solvent is evaporated under reduced pressure, and the residue is chromatographed on silica (eluent: ethyl acetate-n-hexane, 1--1). 1.15 g of the expected product is obtained. m.p. 117°-119° C., crystallized from ethyl ether.

後処理

  1. customoperating at -35°
  2. custom-30° C
  3. temperaturecooled to -40° C.
  4. temperaturewhile maintaining the temperature between -38° C. and -40° C.
  5. customthe solvent is evaporated under reduced pressure
  6. customthe residue is chromatographed on silica (eluent: ethyl acetate-n-hexane, 1--1)

出典と根拠

ORDレコード
ord-f5aad58be9c24afe8e9fc2cca345f486
出典データセット
uspto-grants-1989_12
特許番号
US04885307

反応ノート

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