Lithium Hydroxide → HCID 68652711, compound

HRID 656249Notes

Reaction equation

HRID 656249 reaction equation
[CH3:1][O:2][C@H:3]1[CH2:8][O:7][CH2:6][C@@H:5]([C:9]([O:11]C)=[O:10])[CH2:4]1.[Li+].[OH-]>CO>[CH3:1][O:2][C@H:3]1[CH2:8][O:7][CH2:6][C@@H:5]([C:9]([OH:11])=[O:10])[CH2:4]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 69124508HCID 69124508, compound

Product 1

HCID 68652711HCID 68652711, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 10.55 mmol of methyl (cis)-5-methoxytetrahydropyran-3-carboxylate in 45 ml of methanol is mixed with 45 ml of 1M LiOH and stirred at room temperature for one hour. The reaction mixture is evaporated, and the residue is taken up in dichloromethane. The pH is adjusted to 2 with 2M HCl, the phases are separated, and the aqueous phase is extracted with dichloromethane (2×). The combined organic phases are dried with sodium sulphate and evaporated. The crude title compound is identified by means of the Rf from the residue.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe phases are separated
  3. extractionthe aqueous phase is extracted with dichloromethane (2×)
  4. dry with materialThe combined organic phases are dried with sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-fb014f64bb7a429485c7400a07d4560c
Source dataset
uspto-grants-2011_12
Patent number
US08071651B2

Reaction notes

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