Trifluoroacetic acid → 2-Oxoethyl butyrate

HRID 39253

Reaction equation

HRID 39253 reaction equation
[C:1]([O:6][CH2:7][CH:8](OC)[O:9]C)(=[O:5])[CH2:2][CH2:3][CH3:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]([O:6][CH2:7][CH:8]=[O:9])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 113673002,2-Dimethoxyethyl butyrate

Product 1

HCID 98988312-Oxoethyl butyrate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 43a (176 mg, 1.0 mmol) was dissolved in 8 mL of CH2Cl2 and 4 mL of TFA (containing 5% H2O) was added. The mixture was stirred for 30 min at room temperature. The solution was then concentrated in vacuo to give the product 44a that was used immediately for the next step. 1H NMR (400 MHz, CDCl3) δ 0.92 (m, 3H), 1.64 (m, 2H), 2.24 (t, J=7.04 Hz, 2H), 4.72 (s, 2H), 9.60 (s, 1H).

Workup

  1. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-8994c8ce8da447d3a3b5ecdf901c759e
Source dataset
uspto-grants-2013_09
Patent number
US08524691B2

Linked notes

Loading…