Water → 5-(Benzyloxy)pyridine-2-carboxylic acid

HRID 1433825Notes

Reaction equation

HRID 1433825 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]=[O:16])=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.S(=O)(=O)([OH:20])N.Cl([O-])=O.[Na+]>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([OH:20])=[O:16])=[N:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 5987Sulfamic AcidHCID 123972545-(Benzyloxy)pyridine-2-carbaldehydeHCID 23668197Sodium Chlorite

Product 1

HCID 183793525-(Benzyloxy)pyridine-2-carboxylic acidYield 73.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 5-benzyloxypyridine-2-carbaldehyde (3.8 g) in acetone (50 ml) was added water (50 ml), sulfamic acid (2.4 g) and sodium chlorite (2.2 g) were sequentially added thereto on an ice bath, and the solution was stirred for 6 hours at room temperature. The solid that was precipitated was filtered and rinsed with water to provide the title compound (3.0 g).

Workup

  1. additionwere sequentially added
  2. customThe solid that was precipitated
  3. filtrationwas filtered
  4. washrinsed with water

Sources & evidence

ORD record
ord-d21e89ee37b44b8794e4d22482a36f53
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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