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

HRID 1839865ノート

反応式

HRID 1839865 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

  1. customRemoval of the volatile components under reduced pressure

出典と根拠

ORDレコード
ord-192edaad9d7846aea597bdbd1b83dc65
出典データセット
uspto-grants-2004_01
特許番号
US06677462B2

反応ノート

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