Trifluoroacetic acid → HCID 86620815, compound

HRID 250798Notes

Reaction equation

HRID 250798 reaction equation
[C:1]([N:5]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:6][C:7]([N:9]1[C:13](=[O:14])[CH2:12][CH2:11][C@H:10]1[C:15]([O-:17])=[O:16])=[O:8])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl.C1(C)C=CC=CC=1>[C:1]([N:5]([C:18]([O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])[CH2:6][C:7]([N:9]1[C:13](=[O:14])[CH2:12][CH2:11][C@H:10]1[C:15]([OH:17])=[O:16])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86620816HCID 86620816, compound

Product 1

HCID 86620815HCID 86620815, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Carbamate 4 (0.74 g, 1.97 mmol) was dissolved in dichloromethane (12 cm3) under nitrogen and cooled to 0° C. Trifluoroacetic acid (6 cm3) was added dropwise over a period of 5 min and the solution stirred for 1.5 h. The solution was evaporated under reduced pressure to give an orange gum, that was dissolved in toluene and evaporated under reduced pressure (2×10 cm3) to give crude acid 5 as an orange gum. The material was used without further purification.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. customto give an orange gum, that
  3. customevaporated under reduced pressure (2×10 cm3)

Sources & evidence

ORD record
ord-6f09fbe24dd244cfbf8004f6cba5887b
Source dataset
uspto-grants-2011_01
Patent number
US07863304B2

Reaction notes

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