Ammonium Chloride → HCID 19966065、化合物

HRID 977854ノート

反応式

HRID 977854 の反応式
C([Li])CCC.[CH3:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([CH:16]([S:24][CH3:25])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:15])=[O:14])=[CH:9][CH:8]=1.I[CH2:27][C:28]1[CH:29]=[CH:30][C:31]([C:37]([CH3:40])([CH3:39])[CH3:38])=[C:32]([N+:34]([O-:36])=[O:35])[CH:33]=1.[Cl-].[NH4+]>O.C(OCC)C.CN(C)C=O.O1CCCC1.CCCCCC>[C:37]([C:31]1[CH:30]=[CH:29][C:28]([CH2:27][C:16]([S:13]([C:10]2[CH:11]=[CH:12][C:7]([CH3:6])=[CH:8][CH:9]=2)(=[O:15])=[O:14])([S:24][CH3:25])[CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:33][C:32]=1[N+:34]([O-:36])=[O:35])([CH3:40])([CH3:39])[CH3:38]

参加物

10

反応物 4

HCID 25517Ammonium ChlorideHCID 19966029HCID 19966029、化合物HCID 19966068HCID 19966068、化合物HCID 178418339Butyllithium

生成物 1

HCID 19966065HCID 19966065、化合物

試薬・触媒・溶媒 5

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

3.45 ml (5.52 mmol) of a 1.6M hexane solution of butyllithium was added dropwise over a period of 5 minutes to 10 ml of a tetrahydrofuran solution containing 1.73 g (5.52 mmol) of 1-[2-(4-methylphenyl)sulfonyl-2-methylthioethyl]hexane (prepared as described in Preparation 8), maintained at -78° C. After 15 minutes, 12 ml of a dimethylformamide solution containing 1.68 g (5.26 mmol) of 5-iodomethyl-2-t-butyl-1-nitrobenzene (prepared as described in Preparation 51) was added dropwise. The reaction mixture was allowed to return to room temperature, after which it was stirred for 1 hour and 20 minutes. At the end of this time, a dilute aqueous solution of ammonium chloride was added, to stop the reaction. Water and diethyl ether were added, and the product was distributed between the organic solvent and water. The organic layer was separated and washed with a saturated aqueous solution of sodium chloride. The solvent was removed by distillation under reduced pressure, to obtain the title compound. Since this compound was unstable, however, it was used for the next step without purification.

後処理

  1. additionwas added dropwise
  2. customto return to room temperature
  3. customthe reaction
  4. customThe organic layer was separated
  5. washwashed with a saturated aqueous solution of sodium chloride
  6. customThe solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-b5a74681244a41fea1a4eebe2d00656a
出典データセット
uspto-grants-1997_03
特許番号
US05614550

反応ノート

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