Acetone → Benzyl 2-(benzylsulfanyl)benzoate

HRID 545973

反応式

HRID 545973 の反応式
[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

参加物

5

反応物 4

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

生成物 1

HCID 802018Benzyl 2-(benzylsulfanyl)benzoate

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b2796f0ca8c24f428a32250748736215
出典データセット
uspto-grants-2011_05
特許番号
US07935825B2

関連ノート

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