Water → Methyl 4-(3-chloropropylsulfonyl)benzoate

HRID 713092노트

반응식

HRID 713092 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1.[OH2:16].[OH:17]OS([O-])=O.[K+]>CO>[Cl:1][CH2:2][CH2:3][CH2:4][S:5]([C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1)(=[O:17])=[O:16]

참가 물질

5

반응물 3

HCID 962WaterHCID 13749599Methyl 4-(3-chloropropylthio)benzoateHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 68290846Methyl 4-(3-chloropropylsulfonyl)benzoate수율 91%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methyl 4-(3-chloropropylsulfanyl)benzoate (1.84 g, 7.52 mmol) was dissolved in methanol (46 mL), followed by the addition of water (4.6 mL) and Oxone (4.62 g, 7.52 mmol). The reaction mixture was stirred at room temperature for 14 h. The reaction mixture was filtered and the solvent removed in vacuo. The resulting solid was dissolved in dichloromethane and washed with water (2×10 mL). The organic layer was dried over Na2SO4, filtered and the solvent removed in vacuo to yield methyl 4-(3-chloropropylsulfonyl)benzoate (1.89 g, 91%) as a viscous liquid. ESI-MS m/z calc. 276.0. found 277.1 (M+1)+; Retention time: 1.36 minutes (3 min run). 1H NMR (400 MHz, DMSO-d6) δ 8.21 (d, J=8.3 Hz, 2H), 8.07 (d, J=8.3 Hz, 2H), 3.92 (s, 3H), 3.73-3.46 (m, 4H), 2.21-1.79 (m, 2H).

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent removed in vacuo
  3. dissolutionThe resulting solid was dissolved in dichloromethane
  4. washwashed with water (2×10 mL)
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-34c742a2415c42448f59c1db5d791cbc
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181273B2

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