tert-Butylsulfinamide, (S)-(-)- → HCID 89735588, 화합물

HRID 1616231노트

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HRID 1616231 반응식
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([Br:12])[CH:5]=1)(=O)[CH3:2].[CH3:13][C:14]([S@@:17]([NH2:19])=[O:18])([CH3:16])[CH3:15]>C1COCC1.CCOC(C)=O.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[Br:12][C:6]1[CH:5]=[C:4](/[C:1](=[N:19]/[S:17]([C:14]([CH3:16])([CH3:15])[CH3:13])=[O:18])/[CH3:2])[CH:11]=[CH:10][C:7]=1[C:8]#[N:9]

참가 물질

6

반응물 2

HCID 11355477tert-Butylsulfinamide, (S)-(-)-HCID 133472764-Acetyl-2-bromobenzonitrile

생성물 1

HCID 89735588HCID 89735588, 화합물

시약·촉매·용매 3

HCID 11026Titanium isopropoxide촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-acetyl-2-bromobenzonitrile (4.0 g, 18 mmol) and (S)-2-methylpropane-2-sulfinamide (2.4 g, 20 mmol) in THF (35 mL) was added titanium(IV) isopropoxide (8.1 mL, 36 mmol) and the reaction mixture was heated to 40 C under an atmosphere of nitrogen. After 2 hours, the reaction was cooled to room temperature, diluted in EtOAc, washed with saturated sodium bicarbonate, rochelle's salt, brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography gave desired product. MS (M+H)+: observed=327.0/329.0, calculated=327.2/327.2.

후처리

  1. temperaturethe reaction mixture was heated to 40 C under an atmosphere of nitrogen
  2. washwashed with saturated sodium bicarbonate, rochelle's salt, brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-ab72164f2db444778f3b9a6e6b4dcbe1
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765784B2

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