Trifluoroacetic acid → HCID 68516033, compound

HRID 1931866Notes

Reaction equation

HRID 1931866 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:21])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:21])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68518913HCID 68518913, compound

Product 1

HCID 68516033HCID 68516033, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Preparation according to Preparation 2: tert-butyl 3-(3,5-dichlorophenyl)-3-hydroxypyrrolidin-1-carboxylate (1.3 g, 3.9 mmol), dichloromethane (10 mL) and trifluoroacetic acid (3 mL). Stirred for 1 h. Purification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 40:60). Yield: 0.57 g. MS m/z (rel. intensity, 70 eV) 233 (M+, 64), 231 (M+, bp), 145 (56), 111 (55), 75 (72).

Workup

  1. customPreparation
  2. customaccording to Preparation 2
  3. customPurification by HPLC on Waters OBD C18, 5 μm (MeOH/33 mM NH3, 20:80 to 40:60)

Sources & evidence

ORD record
ord-dd0518f606b747bb910e754909085557
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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