반응 #76361

ord-d34af63acb464c238739b2729f02545b

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도cooled by an ice water bath
  2. 2
    추출extracted with ethyl acetate (3×100 mL)
  3. 3
    세척The combined organic phases are washed with 100 mL portions of 5% NaHCO3 until no further gas evolution
  4. 4
    세척The organic phases are then washed with brine (100 mL)
  5. 5
    건조dried over anhydrous MgSO4
  6. 6
    농축concentrated in vacuo
  7. 7
    기타The mixture is purified by flash chromatography

실험 절차

A solution of bromine (10 mmol) in 10 mL of acetic acid is added dropwise to a solution of ester 11 (10 mmol) in 10 mL of acetic acid cooled by an ice water bath. After the red color of the resulting mixture is discharged, the mixture is poured into saturated NaHCO3 (100 mL) and extracted with ethyl acetate (3×100 mL). The combined organic phases are washed with 100 mL portions of 5% NaHCO3 until no further gas evolution is apparent. The organic phases are then washed with brine (100 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The mixture is purified by flash chromatography to give the product as a pale yellow solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06702705B1uspto-grants-2004_03