Sodium sulfate decahydrate → HCID 118037534, compound

HRID 2272483Notes

Reaction equation

HRID 2272483 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[Cl:11][C:12]1[C:17]([O:18][CH:19]([CH3:21])[CH3:20])=[C:16]([C:22](OC)=[O:23])[CH:15]=[C:14]([CH:26]2[CH2:28][CH2:27]2)[C:13]=1[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=1[F:36].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[Cl:11][C:12]1[C:17]([O:18][CH:19]([CH3:20])[CH3:21])=[C:16]([CH2:22][OH:23])[CH:15]=[C:14]([CH:26]2[CH2:28][CH2:27]2)[C:13]=1[C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=1[F:36]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21225700DiisobutylaluminumhydrideHCID 118037881HCID 118037881, compound

Product 1

HCID 118037534HCID 118037534, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Diisobutylaluminum hydride (1.5 M toluene solution, 16.3 mL) was added at 0 C to a THF (30 mL) solution of methyl 2-chloro-6-cyclopropyl-2′,4′-difluoro-3-isopropoxybiphenyl-4-carboxylate (3.10 g), and then, the mixture was stirred at 0 C for 20 minutes in a nitrogen atmosphere. Sodium sulfate decahydrate was added to the reaction mixture, and the mixture was stirred for 1 hour. After filtration, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (2.18 g).

Workup

  1. stirringthe mixture was stirred for 1 hour
  2. filtrationAfter filtration
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2cdbd47fb57b4dc397b14c194414f2c6
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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