Triethylamine → HCID 86703332, compound

HRID 593259Notes

Reaction equation

HRID 593259 reaction equation
[C:1]([NH:4][C:5]1[C:6]([F:17])=[C:7](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])[C:8](Cl)=[CH:9][CH:10]=1)(=[O:3])[CH3:2].C(N(CC)CC)C>[C].[Pd].CO>[C:1]([NH:4][C:5]1[C:6]([F:17])=[C:7]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 86703333HCID 86703333, compound

Product 1

HCID 86703332HCID 86703332, compoundYield 76.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

As presented in the following reaction formula, a mixture of (E)-3-(3-acetamido-6-chloro-2-fluorophenyl)acrylic acid (15 g, 0.058 mol), palladium carbon (Pd/C; 1.5 g, 5.8 mmol), methanol (100 mL) and triethylamine (6.4 g, 0.06 mol) was stirred under 1 atm (H2) at 50° C. overnight. The mixture was filtered and concentrated to give 3-(3-acetamido-2-fluorophenyl)propanoic acid (10 g, yield: 73%) as a yellow solid.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b1f50580ceac42cca0a1c1a30df1b13e
Source dataset
uspto-grants-2016_01
Patent number
US09242928B2

Reaction notes

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