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

HRID 1977472Notes

Reaction equation

HRID 1977472 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 3,5-dihydroxybenzoate 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, 6 H), 7.24 (s, 1 H), 6.76 (m, 1 H), 5.09 (s, 2 H), 3.95 (s, 3 H), 3.84 (s, 3 H).

Sources & evidence

ORD record
ord-9ccb358d2d544d5e8729f125b7cacaef
Source dataset
uspto-grants-2001_05
Patent number
US06232342B1

Reaction notes

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