3-Acetylpyridine → (1R)-1-(Pyridin-2-yl)ethan-1-ol

HRID 1089088Notes

Reaction equation

C(C1C=NC=CC=1)(=O)C.[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1)(=[O:12])[CH3:11]>>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C@H:10]([OH:12])[CH3:11]

Participants

Reactant 2

HCID 95893-Acetylpyridine

HCID 142862-Acetylpyridine

Product 1

HCID 642847(1R)-1-(Pyridin-2-yl)ethan-1-ol

Procedure

Example 1 was repeated except that 3-acetylpyridine used in Example 1 was replaced by 2-acetylpyridine to obtain (R)-1-(2-pyridyl)ethanol. According to a high-speed liquid chromatography using an optical resolution column (CHIRAL CEL OB made by Daicel K. K.), its optical purity was 95% ee or higher.

Sources & evidence

ORD record: ord-0fe3467a980b413981ad74be4d4d7ad8
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04965018

Reaction notes

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