2-Methyltetrahydro-4H-pyran-4-one → HCID 67799838, compound

HRID 2254164Notes

Reaction equation

HRID 2254164 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11](Br)[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][CH:21]1[CH2:26][C:25](=[O:27])[CH2:24][CH2:23][O:22]1>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:25]2([OH:27])[CH2:24][CH2:23][O:22][CH:21]([CH3:20])[CH2:26]2)[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 103744342-Methyltetrahydro-4H-pyran-4-oneHCID 20080642HCID 20080642, compound

Product 1

HCID 67799838HCID 67799838, compoundYield 16%

Procedure

The procedure described in the second paragraph of Note e. below Table IV in Example 15 was repeated, except that 3-benzyloxy-5-trifluoromethylbromobenzene (8.3 g) was used and 2-methyltetrahydropyran-4-one was used in place of tetrahydropyran-4-one. There were thus obtained a less polar isomer, (2RS,4SR)-4-(3-benzyloxy-5-trifluoromethylphenyl)-4-hydroxy-2-methyltetrahydropyran (1.44 g, 16%), as an oil,

Sources & evidence

ORD record
ord-1799994ab6a440789ac0462bb864a707
Source dataset
uspto-grants-1993_08
Patent number
US05234950

Reaction notes

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