Allyl bromide → Ethyl 2-allyl-2-(3-methoxyphenyl)butyrate

HRID 487878Notes

Reaction equation

HRID 487878 reaction equation
[CH2:1]([C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19]C2C=C3C(=CC=2)N(C)C(=O)C=C3)[CH:13]=1)([CH2:10][CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:2]=[CH2:3].C(Br)C=C>>[CH2:1]([C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)([CH2:10][CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 7841Allyl bromideHCID 57452573Ethyl 2-allyl-2-[3-(1-methyl-2-oxo-1,2-dihydroquinolin-6-ylmethoxy)phenyl]butyrate

Product 1

HCID 19091449Ethyl 2-allyl-2-(3-methoxyphenyl)butyrate

Procedure

The ethyl 2-allyl-2-(3-hydroxyphenyl)butyrate 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 allyl bromide was used in place of ethyl iodide in the second alkylation step. The intermediate so obtained, ethyl 2-allyl-2-(3-methoxyphenyl)butyrate gave the following characteristic NMR signals: 0.76 (t, 3 H), 1.18 (t, 3 H), 2.05 (m, 2 H), 2.75 (m, 2 H), 3.80 (s, 3 H), 4.15 (q, 2 H), 5.15 (m, 2 H), 5.50 (m, 1 H), 6.80 (m, 3 H), 7.22 (m, 1 H). ##STR2##

Workup

  1. customwas obtained
  2. customThe intermediate so obtained

Sources & evidence

ORD record
ord-ddf3ee14de3944b1bfa61c1c8354cf89
Source dataset
uspto-grants-1994_03
Patent number
US05298511

Reaction notes

Loading…