Acetic Acid → HCID 12783812, compound

HRID 1701520Notes

Reaction equation

HRID 1701520 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7](=[O:15])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[CH:4]=[C:3]1[C:16]([OH:18])=[O:17].[OH-].[Na+].[BH4-].[Na+].C(O)(=O)C>C(O)C>[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]([OH:15])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[CH:4]=[C:3]1[C:16]([OH:18])=[O:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 12771203HCID 12771203, compound

Product 1

HCID 12783812HCID 12783812, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 g 1-methyl-4-(3-chloro-benzoyl)pyrrole-2-carboxylic acid (obtained in Example 2) are dissolved in 40 ml aqueous ethanol (96%). 4 ml aqueous sodium hydroxide (d=1.33) and 0.7 g sodium borohydride are added thereto. After 24 hours at room temperature, the solution is made acidic by addition of acetic acid. 3 g of hydroxylated acid precipitate out; m.p.=180° C.

Sources & evidence

ORD record
ord-7126ea0a4f9446b5add9ff74f5209ae4
Source dataset
uspto-grants-1980_03
Patent number
US04194003

Reaction notes

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