Pyridine → (S)-3-hydroxy-3-phenylpropyl acetate

HRID 37729노트

반응식

HRID 37729 반응식
[C:1]1([C@@H:7]([OH:11])[CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13].N1C=CC=CC=1>ClCCl>[C:12]([O:10][CH2:9][CH2:8][C@H:7]([OH:11])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:14])[CH3:13]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 6950537(1S)-1-phenylpropane-1,3-diol

생성물 1

HCID 11095503(S)-3-hydroxy-3-phenylpropyl acetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (S)-1-phenyl-1,3-propanediol (8.0 g, 52.6 mmol) in dichloromethane (80 ml) were added at 0° C. acetic anhydride (5.5 ml) and pyridine (4.7 ml). The mixture was stirred for 6 hours at the same temperature range and for 1.5 hour at room temperature. The reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate, water and a saturated aqueous saline solution, successively. The solvent was distilled off under reduced pressure. The residue was subjected to a silica gel column chromatography to give 4.8 g of (S)-3-hydroxy-3-phenylpropyl acetate. Physico-chemical properties and spectral data of these products are shown in [Table 7].

후처리

  1. washThe reaction mixture was washed with an aqueous solution of sodium hydrogencarbonate, water
  2. distillationThe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-1970a8ba661346a5a95403c4fe38062d
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420363

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