2,2-Dimethyltetrahydropyran-4-one → 4-(3-Benzyloxyphenyl)-4-hydroxy-2,2-dimethyltetrahydropyran

HRID 2372482Notes

Reaction equation

HRID 2372482 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11](Br)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][C:17]1([CH3:24])[CH2:22][C:21](=[O:23])[CH2:20][CH2:19][O:18]1>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:21]2([OH:23])[CH2:20][CH2:19][O:18][C:17]([CH3:24])([CH3:16])[CH2:22]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 17381592,2-Dimethyltetrahydropyran-4-oneHCID 27566381-(Benzyloxy)-3-bromobenzene

Product 1

HCID 200806534-(3-Benzyloxyphenyl)-4-hydroxy-2,2-dimethyltetrahydropyranYield 72%

Procedure

Using the procedure described in the 2nd paragraph of the portion of Example 3 which is concerned with the preparation of starting materials, 3-benzyloxybromobenzene (1.34 g) was reacted with 2,2-dimethyltetrahydropyran-4-one (0.65 g) to give 4-(3-benzyloxyphenyl)-4-hydroxy-2,2-dimethyltetrahydropyran (1.14 g, 72%), as an oil.

Sources & evidence

ORD record
ord-a35c88aa0c7b498bbe47c33edc36c9f4
Source dataset
uspto-grants-1992_03
Patent number
US05098930

Reaction notes

Loading…