反应 #11404

ord-80e9b56178c6445892639d64b6cc2feb

反应方程式

O=C(O)c1ccccc1S
thiosalicylic acid
C1CCC2=NCCCN2CC1
1,8-Diazabicyclo [5.4.0]undec-7-ene
BrCc1ccccc1
benzylbromide
CC(C)=O
acetone
O=C(OCc1ccccc1)c1ccccc1SCc1ccccc1
2-Benzylsulfanyl Benzoic Acid Benzyl Ester

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩The mixture was concentrated under vacuum
  2. 2
    其他to remove the acetone
  3. 3
    workup.ADDITIONWater was added
  4. 4
    萃取the mixture was extracted with EtOAc (3X)
  5. 5
    洗涤The organic layer was washed with water, brine
  6. 6
    干燥dried over MgSO4
  7. 7
    过滤filtered
  8. 8
    浓缩concentrated in vacuo
  9. 9
    其他to give a yellow solid
  10. 10
    其他without purification

实验过程

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 (3X). The organic layer was washed with water, brine, dried over MgSO4, filtered and concentrated in vacuo to give a yellow solid without purification.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07098223B2uspto-grants-2006_08