Sodium Methoxide → HCID 58092107, compound

HRID 1873479Notes

Reaction equation

HRID 1873479 reaction equation
C([O:4][CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]2[CH2:17][C:18]([C:25]3[CH:30]=[C:29]([Cl:31])[C:28](Cl)=[C:27]([Cl:33])[CH:26]=3)([C:21]([F:24])([F:23])[F:22])[CH2:19][N:20]=2)=[CH:8][CH:7]=1)(=O)C.C[O-].[Na+]>CO>[Cl:33][C:27]1[CH:26]=[C:25]([C:18]2([C:21]([F:23])([F:24])[F:22])[CH2:17][C:16]([C:9]3[C:10]4[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:6]([CH2:5][OH:4])=[CH:7][CH:8]=3)=[N:20][CH2:19]2)[CH:30]=[C:29]([Cl:31])[CH:28]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 86649522HCID 86649522, compound

Product 1

HCID 58092107HCID 58092107, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of {4-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]naphthalen-1-yl}methyl acetate (0.66 g) in methanol (5 ml) was added sodium methoxide (76 mg) at room temperature. The mixture was stirred for 3 hours and concentrated under reduced pressure, and then added water. The mixture was extracted with ethyl acetate, and the organic layer was dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, to obtain the desired compound as crude product (0.6 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe organic layer was dried over magnesium sulfate
  4. filtrationAfter filtering the reaction mixture
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a9243aae9bff4de28f1194a2c15d8e4d
Source dataset
uspto-grants-2012_11
Patent number
US08304371B2

Reaction notes

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