Trifluoroacetic acid → HCID 67423062, compound

HRID 2365904Notes

Reaction equation

HRID 2365904 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:19][CH2:18][CH:17]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:22][C:21]=2[O:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:16]1)=O)(C)(C)C>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[CH2:35]([O:34][C:21]1[CH:22]=[C:23]([O:26][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:24]=[CH:25][C:20]=1[CH:17]1[CH2:18][CH2:19][NH2+:15][CH2:16]1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67422755HCID 67422755, compound

Product 1

HCID 67423062HCID 67423062, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 50 ml round-bottomed flask, 1 g of 3-(2,4-bis(benzyloxy)phenyl)pyrrolidine-1-carboxylic acid tert-butyl ester (Example 4) are dissolved in 16 ml of dichloromethane and then 4 ml of trifluoroacetic acid are added. The reaction mixture is stirred for 1 hour. The solvents are evaporated off and the residue is then taken up in isopropyl ether. 1.26 g of 3-(2,4-bis(benzyloxy)phenyl)pyrrolidinium trifluoroacetate are obtained. Yield=76%.

Workup

  1. customThe solvents are evaporated off

Sources & evidence

ORD record
ord-8227909db99542a5b6c7465092eeeeb9
Source dataset
uspto-grants-2014_04
Patent number
US08697726B2

Reaction notes

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