Ethyl isobutyrate → HCID 10655496, compound

HRID 1737307Notes

Reaction equation

HRID 1737307 reaction equation
[C:1]([O:6][CH2:7][CH3:8])(=[O:5])[CH:2]([CH3:4])[CH3:3].Cl[CH2:10][C:11]1[CH:15]=[CH:14][O:13][CH:12]=1>C(Cl)Cl>[CH2:7]([O:6][C:1](=[O:5])[C:2]([CH3:4])([CH3:3])[CH2:10][C:11]1[CH:15]=[CH:14][O:13][CH:12]=1)[CH3:8]

Participants

4

Reactant 2

HCID 7342Ethyl isobutyrateHCID 111262283-(Chloromethyl)furan

Product 1

HCID 10655496HCID 10655496, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl isobutyrate (10.7 mL, 80.1 mmol) is alkylated with 3-(chloromethyl)furan according to general procedure F to give the product as a yellow liquid (12.91 g, 82%) after FC (CH2Cl2) . 1H NMR (CDCl3) 7.32 (s, 1), 7.20 (s, 1), 6.20 (s, 1), 4.12 (t, 2, J=7.4), 2.66 (s, 2), 1.25 (t, 3, J=7.4), 1.18 (s, 6); 13C NMR (CDCl3) 177.56, 142.36, 140.54, 120.78, 112.76, 60.39, 42.85, 35.43, 24.96, 14.13; MS (MW=196.3, CI/CH4, eE=70 eV) m/z 197 (M+H)+, 195, 161, 151, 123 (base peak), 109, 81.

Sources & evidence

ORD record
ord-597b9eb0288a46e5b4932b15b484b9c7
Source dataset
uspto-grants-1999_10
Patent number
US05962469

Reaction notes

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