Acetone → Benzyl 2-(benzylsulfanyl)benzoate

HRID 545973

반응식

HRID 545973 반응식
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].N12CCCN=[C:17]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2.[CH2:22](Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[CH3:30]C(C)=O>>[CH2:22]([O:9][C:1](=[O:10])[C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[S:4][CH2:30][C:17]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

5

반응물 4

HCID 180AcetoneHCID 54432-Mercaptobenzoic AcidHCID 7498Benzyl BromideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 802018Benzyl 2-(benzylsulfanyl)benzoate

실험 절차

A solution of thiosalicylic acid 1 (2.0 g, 13.0 mmol) in 13 mL of acetone was treated with 1, 8-Diazabicyclo[5.4.0]undec-7-ene (7.8 mL, 52 mmol) and benzylbromide (6.2 mL, 52 mmol). The reaction was stirred at room temperature for 50 minutes. The mixture was concentrated under vacuum to remove the acetone. Water was added and the mixture was extracted with EtOAc (3×). The organic layer was washed with water, brine, dried over MgSO4, filtered and concentrated in vacuo to give a yellow solid without purification.

후처리

  1. concentrationThe mixture was concentrated under vacuum
  2. customto remove the acetone
  3. additionWater was added
  4. extractionthe mixture was extracted with EtOAc (3×)
  5. washThe organic layer was washed with water, brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto give a yellow solid
  10. customwithout purification

출처 및 근거

ORD 기록
ord-b2796f0ca8c24f428a32250748736215
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935825B2

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