Hydrochloric Acid → HCID 86731304, compound

HRID 2277232Notes

Reaction equation

HRID 2277232 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:13]([O:14][CH3:15])=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][C:7]=2[F:16])[CH2:3][CH2:2]1.P([O-])(O)(O)=[O:18].[Na+].CC(=CC)C.Cl([O-])=O.[Na+].Cl>C(O)(C)(C)C.O>[CH:1]1([CH2:4][O:5][C:6]2[C:13]([O:14][CH3:15])=[CH:12][C:9]([C:10]([OH:18])=[O:11])=[CH:8][C:7]=2[F:16])[CH2:3][CH2:2]1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 86731303HCID 86731303, compound

Product 1

HCID 86731304HCID 86731304, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

To a mixture of 4-(cyclopropylmethoxy)-3-fluoro-5-methoxybenzaldehyde (1.00 g), sodium dihydrogen phosphate (1.61 g), 2-methyl-2-butene (2.49 mL), water (2 mL) and tert-butanol (10 mL) was added sodium chlorite (0.756 g), and the mixture was stirred at room temperature for 2.5 hr. The reaction mixture was acidified with 1N hydrochloric acid, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained solid was washed with diethyl ether/hexane to give the title compound (0.890 g).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe obtained organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. washThe obtained solid was washed with diethyl ether/hexane

Sources & evidence

ORD record
ord-43570a53e49c4317bc531ad4f16c0627
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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