Methyl iodide → (2RS,4SR)-4-(3-benzyloxyphenyl)-4-methoxy-2-methyltetrahydropyran

HRID 2254163Notes

Reaction equation

HRID 2254163 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2([OH:22])[CH2:20][CH2:19][O:18][CH:17]([CH3:21])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23]I>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2([O:22][CH3:23])[CH2:20][CH2:19][O:18][CH:17]([CH3:21])[CH2:16]2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 20081957(2RS,4SR)-4-(3-benzyloxyphenyl)-4-hydroxy-2-methyltetrahydropyran

Product 1

HCID 20081966(2RS,4SR)-4-(3-benzyloxyphenyl)-4-methoxy-2-methyltetrahydropyranYield 66%

Procedure

Using the procedure described in Example 3, (2RS,4SR)-4-(3-benzyloxyphenyl)-4-hydroxy-2-methyltetrahydropyran (1.22 g; obtained as described within Note k. below Table IX in Example 44) was reacted with methyl iodide (0.5 ml), to give (2RS,4SR)-4-(3-benzyloxyphenyl)-4-methoxy-2-methyltetrahydropyran (0.84 g, 66%), as an oil.

Sources & evidence

ORD record
ord-d4b2fde840134c3397cef1311df47c82
Source dataset
uspto-grants-1993_08
Patent number
US05234950

Reaction notes

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