Methyl iodide → Ethyl 2-(4-benzyloxybenzyl)-2-methylcaproate

HRID 1860000Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:25]=[CH:24][C:12]([CH2:13][CH:14]([CH2:20][CH2:21][CH2:22][CH3:23])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CI.[CH:28]1(NC(C)C)CCCCC1>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][C:14]([CH3:28])([CH2:20][CH2:21][CH2:22][CH3:23])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:24][CH:25]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 62386Cyclohexylisopropylamine

HCID 18625775Ethyl 2-(4-benzyloxybenzyl)caproate

Product 1

HCID 18625782Ethyl 2-(4-benzyloxybenzyl)-2-methylcaproate

Procedure

In a similar manner to that described in Reference example 7(c), a reaction was carried out using ethyl 2-(4-benzyloxybenzyl)caproate (2.04 g) and methyl iodide (1.12 ml) instead of 4-benzyloxybenzyl chloride and cyclohexylisopropylamine (1.48 ml) instead of diisopropylamine and the reaction mixture was treated to afford the desired compound (1.80 g) as a syrup.

Workup

additionthe reaction mixture was treated

Sources & evidence

ORD record: ord-d3d770cfedd24ba1b4a40515ac80433f
Source dataset: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06528525B1

Reaction notes

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