Trifluoroacetic acid → 6-Phenethyl-dihydro-pyran-2,4-dione

HRID 1839865노트

반응식

HRID 1839865 반응식
C([O:5][C:6](=[O:21])[CH2:7][C:8](=[O:20])[CH2:9][CH:10](O)[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:11]([CH:10]1[O:21][C:6](=[O:5])[CH2:7][C:8](=[O:20])[CH2:9]1)[CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 695267015-Hydroxy-3-oxo-7-phenyl-heptanoic acid tert-butyl ester

생성물 1

HCID 695272756-Phenethyl-dihydro-pyran-2,4-dione

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 5-hydroxy-3-oxo-7-phenyl-heptanoic acid tert-butyl ester (0.96 g, 3.3 mmol) and TFA (0.38 g, 3.3 mmol) in DCM (60 mL) was stirred at rt for 18 h. Removal of the volatile components under reduced pressure afforded the product 6-Phenethyl-dihydro-pyran-2,4-dione as an off white solid (0.56 g, 78%). 1H NMR (300 MHz, CDCl3) δ1.9-2.2 (m, 2H), 2.4-2.7 (m, 2H), 2.75-2.95 (m, 2 H), 3.5 (q, 2H), 4.55-4.65(m, 1H), 7.10-7.35 (m, 5H). ESMS calcd (C13H14O3): 218.1; found: 219.1 (M+H)+.

후처리

  1. customRemoval of the volatile components under reduced pressure

출처 및 근거

ORD 기록
ord-192edaad9d7846aea597bdbd1b83dc65
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06677462B2

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