Methyl iodide → Methyl 3-(benzyloxy)-5-methoxybenzoate

HRID 1356508Notes

Reaction equation

HRID 1356508 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.I[CH3:22]>>[CH2:13]([O:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:12][CH3:22])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 7498Benzyl BromideHCID 75076Methyl 3,5-Dihydroxybenzoate

Product 1

HCID 12658782Methyl 3-(benzyloxy)-5-methoxybenzoate

Procedure

Following the procedure of Example 80(a) except substituting methyl 3-hydroxy-5-methoxybenzoate for methyl 3,5dihydroxybenzoate and benzyl bromide for iodomethane, the title compound was prepared as a tan oil (1.2 g, 4.4 mmol). 1H NMR (400 MHz, CDCl3) δ7.45-7.31 (m, 6H), 7.24 (s, 1H), 6.76 (m, 1H), 5.09 (s, 2H), 3.95 (s, 3H), 3.84 (s, 3H).

Sources & evidence

ORD record
ord-d6933f3f6cd448709541a9f9b71664bf
Source dataset
uspto-grants-2003_07
Patent number
US06586466B2

Reaction notes

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