HCID 12840341, compound → Acifran

HRID 1863540Notes

Reaction equation

HRID 1863540 reaction equation
[CH3:1][C:2]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:7][C:6](=[O:8])[C:5](=[O:9])[CH2:4][C:3]1=[O:10]>[OH-].[Na+]>[CH3:1][C:2]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:9][C:5]([C:6]([OH:7])=[O:8])=[CH:4][C:3]1=[O:10]

Participants

3

Reactant 1

HCID 12840341HCID 12840341, compound

Product 1

HCID 51576AcifranYield 91.7%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 6-methyl-6-phenyltetrahydropyran-2,3,5-trione (2.18 g, described in Example 7) in aqueous sodium hydroxide (15 ml) at pH 11 is stirred for 24 hr and washed with diethyl ether. Hydrochloric acid (6N) is added until the solution becomes acidic at pH 1 to 4. The precipitate is collected and crystallized from diethyl ether to obtain the title compound (2.0 g), mp 174°-176° C.

Workup

  1. washwashed with diethyl ether
  2. additionHydrochloric acid (6N) is added until the solution
  3. customThe precipitate is collected
  4. customcrystallized from diethyl ether

Sources & evidence

ORD record
ord-81f2a9d6bc87457f9f5eada68912542d
Source dataset
uspto-grants-1979_09
Patent number
US04169202

Reaction notes

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