Trifluoroacetic acid → HCID 86679605, compound

HRID 1776658Notes

Reaction equation

HRID 1776658 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH2:9][C:10]([O:12]C(C)(C)C)=[O:11])=[O:7].C(O)(C(F)(F)F)=O>C(Cl)Cl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH2:9][C:10]([OH:12])=[O:11])=[O:7]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86679604HCID 86679604, compound

Product 1

HCID 86679605HCID 86679605, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-tert-butoxy-2-oxoethyl thiophene-2-carboxylate (945 mg, 3.90 mmol) in DCM (6 ml) kept at 0° C., TFA (6.00 ml, 78 mmol) was added dropwise. The solution was stirred at room temperature overnight, then volatiles were evaporated obtaining 2-(thiophene-2-carbonyloxy)acetic acid as a white solid (710 mg, 3.81 mmol, 98% yield, MS/ESI+ 186.7 [MH]+) that was used in the following reaction without further purification.

Workup

  1. customkept at 0° C.
  2. customvolatiles were evaporated

Sources & evidence

ORD record
ord-23c3470e7e9b4d239c7e91793c0dbd74
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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