Diethyl Oxalate → 6-Trifluoromethyloxindole

HRID 1057428

反応式

HRID 1057428 の反応式
[H-].[Na+].C(OC(=O)C([O:9][CH2:10][CH3:11])=O)C.[N+:13]([C:16]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:17]=1C)([O-])=O.[Cl-].[NH4+]>CCCCCC.C(OCC)(=O)C.CS(C)=O>[F:23][C:22]([F:24])([F:25])[C:20]1[CH:21]=[C:16]2[C:17]([CH2:11][C:10](=[O:9])[NH:13]2)=[CH:18][CH:19]=1

参加物

8

反応物 4

HCID 7268Diethyl OxalateHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 14728854-Methyl-3-nitrobenzotrifluoride

生成物 1

HCID 6084876-Trifluoromethyloxindole

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Dimethylsulfoxide (330 mL) was added to 7.9 g of sodium hydride followed by, dropwise, 43.6 g of diethyloxalate. The mixture was heated to 100° C. for 1 hour and cooled to room temperature. 2-Nitro-4-trifluromethyltoluene (31.3 g) was added, the reaction stirred for 30 minutes at room temperature and then heated to 100° C. for 1 hour. The reaction was cooled and poured into a mixture of saturated aqueous ammonium chloride, ethyl acetate and hexane. The organic layer was washed with saturated ammonium chloride, water and brine, dried, and concentrated to give dimethyl

後処理

  1. temperaturecooled to room temperature
  2. temperatureheated to 100° C. for 1 hour
  3. temperatureThe reaction was cooled
  4. washThe organic layer was washed with saturated ammonium chloride, water and brine
  5. customdried
  6. concentrationconcentrated
  7. customto give dimethyl

出典と根拠

ORDレコード
ord-7cf27e07f26d4d12827b8af62e66dd4a
出典データセット
uspto-grants-2003_02
特許番号
US06514981B1

関連ノート

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