HCID 22137846, compound → HCID 18005856, compound

HRID 989286Notes

Reaction equation

HRID 989286 reaction equation
[CH2:1]([O:8][C:9]1[CH:20]=[CH:19][C:12]2[CH:13]=[C:14]([C:16]([OH:18])=[O:17])[O:15][C:11]=2[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[OH-].[Na+]>[CH2:1]([O:8][C:9]1[CH:20]=[CH:19][C:12]2[CH2:13][CH:14]([C:16]([OH:18])=[O:17])[O:15][C:11]=2[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 22137846HCID 22137846, compound

Product 1

HCID 18005856HCID 18005856, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 6-(benzyloxy)benzofuran-2-carboxylic acid (3.4 g, 12.6 mmol) in aqueous NaOH (2.5N, 40 mL) is treated with 6% Na—Hg (20 g), stirred for 16 hr, allowed to stand without stirring and decanted. The supernatant is acidified with HCl and filtered. The filtercake is air-dried to afford the title product as a white solid, 2.2 g (64% yield) mp 118-119° C., identified by NMR and mass spectral analyses.

Workup

  1. stirringwithout stirring
  2. customdecanted
  3. filtrationfiltered
  4. customThe filtercake is air-dried

Sources & evidence

ORD record
ord-36361a9ac774413a897296b9ee0b1cad
Source dataset
uspto-grants-2003_10
Patent number
US06638972B2

Reaction notes

Loading…