Trifluoroacetic acid → HCID 86757209, compound

HRID 1386714Notes

Reaction equation

HRID 1386714 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([C:28]([O:30][CH2:31][CH3:32])=[O:29])([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:17]1([CH2:16][C:15]([C:28]([O:30][CH2:31][CH3:32])=[O:29])([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 211806581-(t-Butoxycarbonyl)-4-(3-phenyl-2,2-bis(carboethoxy)propyl)piperidine

Product 1

HCID 86757209HCID 86757209, compoundYield 153.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 520 mg (1.16 mmol) of 1-(t-butoxycarbonyl)-4-(3-phenyl-2,2-bis(carboethoxy)propyl)piperidine (from EXAMPLE 32, Step C) in 5 mL of CH2Cl2 at 0° C. was treated with 5 mL of TFA. The resulting mixture was warmed to rt and stirred for 1.5 h. The reaction was concentrated and triturated with ether. The solid that formed was filtered and dried to afford 617 mg of 4-(3-phenyl-2,2-bis(carboethoxy) propyl)piperidine.TFA.

Workup

  1. concentrationThe reaction was concentrated
  2. customtriturated with ether
  3. customThe solid that formed
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-bc53f6adb8a243a9bb9dbcc7fa66dae8
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

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