Methyl iodide → Ethyl 2-(3-methoxyphenyl)-2-methylbutyrate

HRID 487876Notes

Reaction equation

HRID 487876 reaction equation
[CH3:1][C:2]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17]C2C=C3C(=CC=2)N(C)C(=O)C=C3)[CH:11]=1)([CH2:8][CH3:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].CI>>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([C:2]([CH3:1])([CH2:8][CH3:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 67826098Ethyl 2-methyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrate

Product 1

HCID 19091444Ethyl 2-(3-methoxyphenyl)-2-methylbutyrate

Procedure

The ethyl 2-(3-hydroxyphenyl)-2-methylbutyrate used as a starting material was obtained using the procedures described in the portion of Example 1 which is concerned with the preparation of starting materials except that methyl iodide was used in place of ethyl iodide in the second alkylation step. The intermediate so obtained, ethyl 2-(3-methoxyphenyl)-2-methylbutyrate, gave the following characteristic NMR signals: 0.84 (t, 3 H), 1.19 (t, 3 H), 1.5 (s, 3 H), 1.85-2.15 (m, 2 H), 3.8 (s, 3 H), 4.13 (q, 2 H), 6.72-6.92 (m, 3 H), 7.21 (m, 1 H).

Workup

  1. customwas obtained
  2. customThe intermediate so obtained

Sources & evidence

ORD record
ord-afd5e543d9fe4c899d316c2b215c1ad4
Source dataset
uspto-grants-1994_03
Patent number
US05298511

Reaction notes

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