2,3-Dichloro-4-methoxycinnamic acid → 3-(2,3-Dichloro-4-methoxyphenyl)-propanoic acid

HRID 1157040Notes

Reaction equation

HRID 1157040 reaction equation
[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([O:14][CH3:15])[CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7]>O1CCCC1.[Pt]>[Cl:1][C:2]1[C:12]([Cl:13])=[C:11]([O:14][CH3:15])[CH:10]=[CH:9][C:3]=1[CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 1

HCID 536752552,3-Dichloro-4-methoxycinnamic acid

Product 1

HCID 128069603-(2,3-Dichloro-4-methoxyphenyl)-propanoic acid

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2,3-Dichloro-4-methoxycinnamic acid (200.8 g., 0.813 mole) is dissolved in tetrahydrofuran (1600 ml.) and 5% platinum on charcoal (16.3 gm.) is added. The mixture is divided into 8 separate units and each is placed in a Parr hydrogenation apparatus in an atmosphere of hydrogen at an initial pressure of 50 p.s.i. Upon shaking, the time required for the reduction of each batch is 35 to 60 minutes.

Workup

  1. customseparate units

Sources & evidence

ORD record
ord-73b05e8912c34fedb299d922f926aea6
Source dataset
uspto-grants-1982_06
Patent number
US04337354

Reaction notes

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