Phenol → Malonate ether

HRID 276128

반응식

HRID 276128 반응식
C1(O)C=CC=CC=1.[N+](=[C:10]([C:18]([O:20]C(C)(C)C)=[O:19])[C:11]([O:13][C:14](C)(C)[CH3:15])=[O:12])=[N-]>C([O-])(=O)C.[Rh+3].C([O-])(=O)C.C([O-])(=O)C>[C:18]([O-:20])(=[O:19])[CH2:10][C:11]([O-:13])=[O:12].[CH3:10][CH2:11][O:13][CH2:14][CH3:15]

참가 물질

4

반응물 2

HCID 996PhenolHCID 50146001,3-Di-tert-butyl 2-diazopropanedioate

생성물 1

HCID 86757830Malonate ether

시약·촉매·용매 1

HCID 168478Rhodium acetate촉매

실험 절차

Alkylation of phenol E-4 (from Chart E) is accomplished by a carbenoid insertion reaction with di-t-butyl diazomalonate (Synthesis 1974, 347) catalyzed by rhodium acetate (J. Med. Chem. 1995, 38:4270), affording malonate ether I-1. Removal of the t-butyl esters is accomplished with trifluroacetic acid in methylene chloride, and the benzyl ester is removed by hydrogenolysis, affording the desired triacid I-3.

출처 및 근거

ORD 기록
ord-9a2c7fa9a7814c1684180d9f7dff7afe
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353023B1

연결된 노트

불러오는 중…