HCID 67050246, compound → HCID 86604736, compound

HRID 2103799Notes

Reaction equation

HRID 2103799 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([CH2:18][OH:19])[C:13]=2[O:14][CH2:15][O:16][CH3:17])=[CH:5][CH:4]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[F:20][C:2]([F:1])([F:21])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[S:10][CH:11]=[C:12]([CH:18]=[O:19])[C:13]=2[O:14][CH2:15][O:16][CH3:17])=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 67050246HCID 67050246, compound

Product 1

HCID 86604736HCID 86604736, compoundYield 58.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

2-(4-trifluoromethylphenyl)-3-methoxymethyloxy-4-hydroxymethylthiophene (1.4 g, 4.3 mmol) in chloroform (22 ml) was stirred with manganese dioxide (3.7 g, 43 mmol) at room temperature for 20 hours and at 50° C. for 3 hours. The reaction solution was filtered, and the filtrate was concentrated and purified by silica gel column chromatography (n-hexane/ethyl acetate=3/1) to give the desired product as a colorless oil (0.79 g, yield 57%).

Workup

  1. filtrationThe reaction solution was filtered
  2. concentrationthe filtrate was concentrated
  3. custompurified by silica gel column chromatography (n-hexane/ethyl acetate=3/1)

Sources & evidence

ORD record
ord-6f258dc29b9140cca16026ee676ede5b
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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