Hydrochloric Acid → 4,4-Difluoro-2-(1-methyl-1H-pyrazol-5-yl)cyclohex-2-en-1-one

HRID 337858Notes

Reaction equation

HRID 337858 reaction equation
[F:1][C:2]1([F:18])[CH2:11][CH2:10][C:5]2(OCC[O:6]2)[C:4]([C:12]2[N:16]([CH3:17])[N:15]=[CH:14][CH:13]=2)=[CH:3]1.Cl>C1COCC1>[F:18][C:2]1([F:1])[CH2:11][CH2:10][C:5](=[O:6])[C:4]([C:12]2[N:16]([CH3:17])[N:15]=[CH:14][CH:13]=2)=[CH:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 899629905-(8,8-difluoro-1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1-methyl-1H-pyrazole

Product 1

HCID 899629404,4-Difluoro-2-(1-methyl-1H-pyrazol-5-yl)cyclohex-2-en-1-oneYield 27.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 67c by using the 5-(8,8-difluoro-1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1-methyl-1H-pyrazole (758 mg, 2.96 mmol) prepared in Example 88e, 5 M hydrochloric acid (10 mL) and THF (10 mL), to yield the title compound (170 mg, 14%, 3 steps) as a colorless oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-65adacb41a534d1aa5371f869358076d
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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