Ethyl isobutyrate → HCID 10846227, compound

HRID 1737305Notes

Reaction equation

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

Participants

Reactant 2

HCID 7342Ethyl isobutyrate

HCID 698302-(Chloromethyl)thiophene

Product 1

HCID 10846227HCID 10846227, compoundYield 95%

Procedure

Ethyl isobutyrate (10.9 mL, 81.7 mmol) is alkylated with 2-(chloromethyl)thiophene according to general procedure F to give the product 44 as a yellow liquid (16.4 g, 95%). 1H NMR (CDCl3) 7.15-7.10 (m, 1), 6.95-6.90 (m, 1), 6.77 (d, 1, J=3.6), 4.15 (t, 2, J=7.0), 3.07 (s, 2), 1.26 (t, 3, J=7.0), 1.21 (s, 6); 13C NMR (CDCl3) 176.96, 139.80, 126.74, 126.42, 123.94, 60.59, 43.65, 40.30, 25.07, 14.22; MS (MW=212.3, CI/CH4, eE=70 eV) m/z 213 [(M+H)30 , base peak], 193, 179, 167, 140, 139, 125, 98, 97.

Sources & evidence

ORD record: ord-ca93ab3ce42a4c2fa6008372f830f0d9
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05962469

Reaction notes

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