HCID 131732998, compound → HCID 90418486, compound

HRID 2177159Notes

Reaction equation

HRID 2177159 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:6](/[CH:13]=[CH:14]\[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:5][C:4]=1[C:20]([F:23])([F:22])[F:21]>[C].[Pd].CO>[CH3:1][O:2][C:3]1[C:4]([C:20]([F:21])([F:22])[F:23])=[CH:5][C:6]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:7][C:8]=1[C:9]([F:10])([F:12])[F:11]

Participants

4

Reactant 1

HCID 131732998HCID 131732998, compound

Product 1

HCID 90418486HCID 90418486, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Into a 50-mL round-bottom flask, was placed ethyl (2Z)-3-[4-methoxy-3,5-bis(trifluoromethyl)phenyl]prop-2-enoate (280 mg, 0.82 mmol, 1.00 equiv), Palladium carbon (0.28 g), methanol (10 mL). The mixture was subjected to 2 atm of H2 and stirred overnight at 25° C. The reaction progress was monitored by LCMS. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 0.28 g (99%) of ethyl 3-[4-methoxy-3,5-bis(trifluoromethyl)phenyl]propanoate as yellow oil. Mass spectrum (ESI, m/z): Calcd. for C14H14F6O3, 345.1 (M+H). found 345.1.

Workup

  1. customInto a 50-mL round-bottom flask, was placed
  2. filtrationThe solids were filtered out
  3. concentrationThe resulting mixture was concentrated under vacuum
  4. customThis resulted in 0.28 g (99%) of ethyl 3-[4-methoxy-3,5-bis(trifluoromethyl)phenyl]propanoate as yellow oil

Sources & evidence

ORD record
ord-3778463c806c4cb696ef810f8de3951d
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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