HCID 18546346, compound → HCID 14762923, compound

HRID 277231Notes

Reaction equation

HRID 277231 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10]CC2C=CC=CC=2)[CH:5]=[C:4]([Cl:18])[C:3]=1[NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH2:26][C:27]([OH:29])=[O:28]>O1CCCC1.ClC1C=CC=CC=1Cl.[Pd]>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([OH:10])[CH:5]=[C:4]([Cl:18])[C:3]=1[NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[CH2:26][C:27]([OH:29])=[O:28]

Participants

5

Reactant 1

HCID 18546346HCID 18546346, compound

Product 1

HCID 14762923HCID 14762923, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 72391,2-DichlorobenzeneSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 2-[(2,6-dichloro-3-methoxy-4-benzyloxyphenyl)amino]phenylacetic acid (10 g) from example 37 was hydrogenated with Pd-C (1 g, 5%) in tetrahydrofuran (100 ml) and 1,2-dichlorobenzene (10 ml) at normal pressure for 25 min at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated to leave the final product 2-[(2,6-dichloro-3-methoxy-4-hydroxyphenyl)amino]phenylacetic acid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-f5f5faa0f722412da1480ec37a9b64c7
Source dataset
uspto-grants-2002_03
Patent number
US06355680B1

Reaction notes

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