반응 #42525

ord-a9243cff28314fbdaf984d393ac96b0e

반응 방정식

CCCC(=O)C1=C(N)C=CC(O)(C(=O)OC)C1
methyl 4-amino-5-butyryl-1-hydroxycyclohexa-2,4-diene-1-carboxylate
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
CCCC(=O)C1CC(O)(C(=O)OC)C=CC1=O
methyl 5-butyryl-1-hydroxy-4-oxocyclohex-2-ene-1-carboxylate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타partitioned between dichloromethane and water
  2. 2
    건조The organic layer was dried (sodium sulfate)
  3. 3
    여과filtered
  4. 4
    농축concentrated under reduced pressure

실험 절차

To a stirred solution of methyl 4-amino-5-butyryl-1-hydroxycyclohexa-2,4-diene-1-carboxylate (1.25 g, 5.2 mmol) in a 1:1 mixture of water/tetrahydrofuran (10 mL) was added p-toluenesulfonic acid monohydrate (1.1 g, 5.8 mmol). The reaction mixture was stirred for 18 h and then partitioned between dichloromethane and water. The organic layer was dried (sodium sulfate), filtered, and concentrated under reduced pressure to afford methyl 5-butyryl-1-hydroxy-4-oxocyclohex-2-ene-1-carboxylate which was used without further purification or characterization.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07727997B2uspto-grants-2010_06