Methyl iodide → Methyl 3-chloro-5-isopropoxy-4-methoxybenzoate

HRID 62745Notes

Reaction equation

HRID 62745 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:13][CH:14]([CH3:16])[CH3:15])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[CH3:17]I>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:13][CH:14]([CH3:16])[CH3:15])[C:11]=1[O:12][CH3:17])[C:5]([O:7][CH3:8])=[O:6]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 67041588Methyl 3-chloro-4-hydroxy-5-isopropoxybenzoate

Product 1

HCID 67041761Methyl 3-chloro-5-isopropoxy-4-methoxybenzoateYield 95%

Procedure

Methyl 3-chloro-5-isopropoxy-4-methoxybenzoate (4) (1.06 g, 95%) was prepared from methyl 3-chloro-4-hydroxy-5-isopropoxybenzoate (3) (1.00 g, 4.09 mmol) using a procedure essentially the same as in step (i) for AAA-001 except that methyl iodide was used instead of cyclopentyl bromide and the mixture was stirred at RT for 18 h.

Sources & evidence

ORD record
ord-74025210b11146d5a564fc9c084303ee
Source dataset
uspto-grants-2016_09
Patent number
US09447028B2

Reaction notes

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