HCID 58902395, compound → HCID 58902403, compound

HRID 1640119Notes

Reaction equation

HRID 1640119 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][C:6]([C:12]([OH:14])=[O:13])=[CH:5]2>CO.[Pd]>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH:6]([C:12]([OH:14])=[O:13])[CH2:5]2

Participants

4

Reactant 1

HCID 58902395HCID 58902395, compound

Product 1

HCID 58902403HCID 58902403, compoundYield 75.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 6-hydroxy-2H-chromene-3-carboxylic acid (2.00 g, 10.4 mmol) in MeOH (100 mL) was degassed. To this solution was added Pd/C (5 wt %, 1.32 g). The reaction mixture was allowed to stir at rt under an atmosphere of hydrogen for 3 h and then filtered through Celite. Concentration of the filtrate gave 6-hydroxychromane-3-carboxylic acid (1.52 g, 75%). LCMS: ES− 193.1.

Workup

  1. filtrationfiltered through Celite

Sources & evidence

ORD record
ord-c764589663f84797bbd8e969f00efc96
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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