Lithium Chloride → HCID 67124233, compound

HRID 1525755Notes

Reaction equation

HRID 1525755 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:23]([F:26])([F:25])[F:24])[O:13][N:12]=[C:11]([C:14]3[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[C:16]([CH3:22])[CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[Cl-].[Li+].[CH3:29][Mg]Br>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:23]([F:24])([F:26])[F:25])[O:13][N:12]=[C:11]([C:14]3[CH:21]=[CH:20][C:17]([CH:18]([OH:19])[CH3:29])=[C:16]([CH3:22])[CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

5

Reactant 3

HCID 433294Lithium ChlorideHCID 866585204-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehydeHCID 178418573HCID 178418573, compound

Product 1

HCID 67124233HCID 67124233, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde (i.e. the product of example S.1, Step 1, 0.50 g) and lithium chloride (53 mg, 1.24 mmol, 1.00 equiv.) in THF (15 mL) was added a solution of methyl magnesium bromide (1.78 mL, 1.4 M in THF/toluene, 2.49 mmol, 2.00 equiv.) at −70° C.

Workup

  1. customat −70° C.

Sources & evidence

ORD record
ord-9794aa91beaf4091ad206ff16e2a2b2a
Source dataset
uspto-grants-2015_07
Patent number
US09085541B2

Reaction notes

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