Pyridine → Pentaerythritol, dibenzoate

반응식

[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][OH:5].N1C=C[CH:13]=[CH:12][CH:11]=1.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[O:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1>>[C:16]([O:1][CH2:2][C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][O:5][C:29](=[O:25])[C:28]1[CH:13]=[CH:12][CH:11]=[CH:26][CH:27]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

반응물 4

HCID 1049Pyridine

HCID 7412Benzoyl chloride

HCID 8028Tetrahydrofuran

HCID 8285Pentaerythritol

생성물 1

HCID 3059456Pentaerythritol, dibenzoate수율 95%

실험 절차

To 0.05 mol pentaerythritol were added 50 ml tetrahydrofuran and 0.15 mol pyridine, then added 0.12 mol benzoyl chloride with stirring. The reaction was heated refluxing for 4 hours, cooled and added 20 ml saturated saline. The reaction mixture was extracted with ethyl acetate, and the extract was dried over anhydrous sodium sulfate. After removing solvent, the crude was purified by column chromatography to give 2,2-dihydroxymethyl-1,3-propandiol dibenzoate as a colorless viscous liquid, and the yield was 95%.