Methyl iodide → Ethyl 4-(1-methoxyethyl)-3-methyl-1-benzofuran-2-carboxylate

HRID 29336Notes

Reaction equation

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

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 68714719HCID 68714719, compound

Product 1

HCID 68712409Ethyl 4-(1-methoxyethyl)-3-methyl-1-benzofuran-2-carboxylateYield 100%

Procedure

According to the procedure of (Example 100, Step 1), 0.21 g of ethyl 4-(1-hydroxyethyl)-3-methyl-1-benzofuran-2-carboxylate after heating with iodomethane for 8 days provided 0.22 g of ethyl 4-(1-methoxyethyl)-3-methyl-1-benzofuran-2-carboxylate. Yield: ˜100% m.p. 67-69° C.; MS: 263.2 (M+H)+.

Sources & evidence

ORD record: ord-8d2b1375a53045bba633db400b013e69
Source dataset: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07420001B2

Reaction notes

Loading…