3,4-dihydro-2H-pyran → benzyl 3-(tetrahydro-2H-pyran-2-yloxy)propanoate

HRID 1517861노트

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HRID 1517861 반응식
[OH:1][CH2:2][CH2:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].[CH2:14]1[CH2:19][O:18][CH:17]=[CH:16][CH2:15]1.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>ClCCl>[O:18]1[CH2:19][CH2:14][CH2:15][CH2:16][CH:17]1[O:1][CH2:2][CH2:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5]

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 84459Propanoic acid, 3-hydroxy-, phenylmethyl esterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

생성물 1

HCID 66669830benzyl 3-(tetrahydro-2H-pyran-2-yloxy)propanoate수율 88.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
40 °C

실험 절차

To a mixture of benzyl 3-hydroxypropanoate (2.041 g, 11.34 mmol) and DHP (1.428 g, 17.01 mmol, Alfa) in 30 mL of dichloromethane was added PPTS (0.283 g, 1.13 mmol, Aldrich) slowly. After stirring at 40° C. for 3 days, the reaction mixture was concentrated in vacuo, and the residue was purified by a silica gel column chromatography (PE: EtOAc=20:1) to afford the title compound as pale yellow oil (2.64 g, 88.3%).

후처리

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by a silica gel column chromatography (PE: EtOAc=20:1)

출처 및 근거

ORD 기록
ord-3a49f357bda14a7aa160ce7ffa5caf9d
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232294B2

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