(1R)-2-Chloro-1-(pyridin-3-yl)ethan-1-ol → (R)-2-chloro-1-pyridin-3-ylethan-1-ol hydrochloride

HRID 478954Notes

Reaction equation

HRID 478954 reaction equation
[Cl:1][CH2:2][C@@H:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[OH:4]>Cl.C(OC)(C)(C)C>[ClH:1].[Cl:1][CH2:2][C@@H:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[OH:4]

Participants

4

Reactant 1

HCID 11400917(1R)-2-Chloro-1-(pyridin-3-yl)ethan-1-ol

Product 1

HCID 69940071(R)-2-chloro-1-pyridin-3-ylethan-1-ol hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

The thus-obtained (R)-2-chloro-1-pyridin-3-ylethan-1-ol was dissolved in a methanolic hydrochloric acid solution, methyl tert-butyl ether was then gradually added dropwise, and the mixture was stirred at room temperature for 1 hour. The resulting white precipitate was filtered off to give 1.04 g of (R)-2-chloro-1-pyridin-3-ylethan-1-ol hydrochloride as white crystals. The optical purity was 99.7% ee.

Workup

  1. additionwas then gradually added dropwise
  2. filtrationThe resulting white precipitate was filtered off

Sources & evidence

ORD record
ord-762bf84314ef40d09268c8b5c24a6ea7
Source dataset
uspto-grants-2003_11
Patent number
US06642387B2

Reaction notes

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