Ammonium Chloride → HCID 19966065, 화합물

HRID 977854노트

반응식

HRID 977854 반응식
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]

참가 물질

10

반응물 4

HCID 25517Ammonium ChlorideHCID 19966029HCID 19966029, 화합물HCID 19966068HCID 19966068, 화합물HCID 178418339Butyllithium

생성물 1

HCID 19966065HCID 19966065, 화합물

시약·촉매·용매 5

HCID 962Water용매2회HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

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온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b5a74681244a41fea1a4eebe2d00656a
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05614550

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