HCID 86609145, compound → HCID 86609147, compound

HRID 902376Notes

Reaction equation

HRID 902376 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:11][CH2:12][C@H:13]2[CH:22]=[CH:21][C:20]3[C:15](=[C:16]([C:24]4[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=4[CH3:31])[C:17]([F:23])=[CH:18][CH:19]=3)[O:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1>C(O)C.C(OCC)(=O)C.[Pt](=O)=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([O:11][CH2:12][C@H:13]2[CH2:22][CH2:21][C:20]3[C:15](=[C:16]([C:24]4[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=4[CH3:31])[C:17]([F:23])=[CH:18][CH:19]=3)[O:14]2)(=[O:10])=[O:9])=[CH:6][CH:7]=1

Participants

5

Reactant 1

HCID 86609145HCID 86609145, compound

Product 1

HCID 86609147HCID 86609147, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Treatment of ((2R)-8-(4-chloro-2-methylphenyl)-7-fluoro-2H-chromen-2-yl)methyl 4-methylbenzenesulfonate (0.5 g, 1.09 mmol) with platinum (IV) oxide (84% Pt, 0.21 g) in ethanol (25 mL) and ethyl acetate (5 mL) according to the procedure described for Example 69, Step 8 provided 0.5 g (100%) of ((2R)-8-(4-chloro-2-methylphenyl)-7-fluorochroman-2-yl)methyl 4-methylbenzenesulfonate as a light brown oil.

Sources & evidence

ORD record
ord-b5048d32bb024951a4e9ee74c1de267f
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

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