HCID 67798252, compound → HCID 67798074, compound

HRID 2254165Notes

Reaction equation

HRID 2254165 reaction equation
[CH2:1]([O:3][C:4]1([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([OH:18])[CH:12]=2)[CH2:9][CH2:8][O:7][CH:6]([CH3:10])[CH2:5]1)[CH3:2]>C(O)C.[Pd]>[CH2:4]([O:18][C:13]1[CH:12]=[C:11]([C:4]2([O:3][CH2:1][CH3:2])[CH2:9][CH2:8][O:7][CH:6]([CH3:10])[CH2:5]2)[CH:16]=[C:15]([F:17])[CH:14]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 67798252HCID 67798252, compound

Product 1

HCID 67798074HCID 67798074, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The (2SR,4SR)-4-ethoxy-4-(5-fluoro-3-hydroxyphenyl)-2-methyltetrahydropyran, used as a starting material, was obtained by hydrogenolysis of a solution of (2SR,4SR)-4-(3-benzyloxy-5-fluorophenyl)-4-ethoxy-2-methyltetrahydropyran (2.6 g, described in Note i. below Table X in Example 45) in ethanol (25 ml) in the presence of 10% palladium-on-charcoal catalyst (0.26 g ). The mixture was filtered and the filtrate was evaporated. There was thus obtained the required starting material (1.69 g, 89%), as an oil.

Sources & evidence

ORD record
ord-b40f65e1eec545ddbac351cef4e21c15
Source dataset
uspto-grants-1993_08
Patent number
US05234950

Reaction notes

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