Sodium Sulfate → HCID 23050477, compound

HRID 1651848Notes

Reaction equation

HRID 1651848 reaction equation
[OH:1][CH:2]([C:17]1[CH:22]=[CH:21][C:20]2[O:23][CH2:24][O:25][C:19]=2[CH:18]=1)[C:3]#[C:4][C:5]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)=[O:6].S([O-])([O-])(=O)=O.[Na+].[Na+]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:24]1[O:23][C:20]2[CH:21]=[CH:22][C:17]([C:2]([C:3]#[C:4][C:5]([O:7][CH2:8][C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)=[O:6])=[O:1])=[CH:18][C:19]=2[O:25]1

Participants

5

Reactant 2

HCID 24436Sodium SulfateHCID 23050487HCID 23050487, compound

Product 1

HCID 23050477HCID 23050477, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 53 g (155 mmol) of 4-methoxybenzyl 4-hydroxy-4-(3,4-methylenedioxyphenyl)-2-butynoate in 400 ml of methylene chloride was added dropwise at 0° to a suspension of 338 g (3.9 mol) of manganese dioxide in 800 ml of methylene chloride The reaction mixture was stirred at 0° for 1 hour, treated with 4 spatula tips of sodium sulphate, suction filtered over Dicalit and concentrated. Crystallization of the residue from ether yielded 4-methoxybenzyl 3-[3,4-(methylenedioxy)benzoyl]propiolate of melting point 113°-114°.

Workup

  1. filtrationfiltered over Dicalit
  2. concentrationconcentrated
  3. customCrystallization of the residue from ether

Sources & evidence

ORD record
ord-a9e0f4583bbc4cdc858fc3af3d4d4e8f
Source dataset
uspto-grants-1990_05
Patent number
US04929741

Reaction notes

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