Potassium Carbonate → HCID 51036576, compound

HRID 705470Notes

Reaction equation

HRID 705470 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11](=[O:13])[CH3:12])=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].[F:20][C:21]([F:32])([F:31])[O:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1>CCO.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11](=[O:13])/[CH:12]=[CH:27]/[C:26]2[CH:29]=[CH:30][C:23]([O:22][C:21]([F:20])([F:31])[F:32])=[CH:24][CH:25]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 69573p-(Trifluoromethoxy)benzaldehydeHCID 736889(3E)-4-(4-Methoxyphenyl)-3-buten-2-one

Product 1

HCID 51036576HCID 51036576, compoundYield 12%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of (E)-4-(4-methoxyphenyl)-but-3-en-2-one (615 mg, 3.5 mmol) in EtOH (10 mL) was stirred for 5 min at 0° C. A solution of K2CO3 (965 mg, 7.0 mmol) in H2O (5 mL) was added and the reaction mixture was stirred for further 10 min at 0° C. After the dropwise addition of 4-(trifluoromethoxy)-benzaldehyde (528 μl, 3.7 mmol), the pale yellow suspension was stirred for further 4 h at 0° C. The resulting yellow precipitate was filtered and dried in vacuo to obtain NW350 as a pale yellow solid (145 mg, 12%). mp: 105-107° C.

Workup

  1. stirringthe reaction mixture was stirred for further 10 min at 0° C
  2. stirringthe pale yellow suspension was stirred for further 4 h at 0° C
  3. filtrationThe resulting yellow precipitate was filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-eb4c619df5654687a88e9330f98f9aff
Source dataset
uspto-grants-2015_11
Patent number
US09174960B2

Reaction notes

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