Trifluoroacetic acid → Ethanol ammonium hydroxide water

HRID 1599954Notes

Reaction equation

HRID 1599954 reaction equation
[C:1]([O:5][C:6](=[O:39])[C@@H:7]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:8][N:9]([C:14](=[O:32])[C:15]1[CH:20]=[CH:19][C:18]([CH:21]=[CH:22][C:23]2[NH:24][C:25]3[C:26]([N:31]=2)=[N:27][CH:28]=[CH:29][CH:30]=3)=[CH:17][CH:16]=1)[N:10]=[S:11](=[O:13])=[O:12])(C)(C)[CH3:2].C(O)(C(F)(F)F)=[O:41]>C(Cl)Cl>[CH3:2][CH2:1][OH:5].[OH2:41].[NH4+:9].[OH-:5].[NH:24]1[C:25]2[C:26](=[N:27][CH:28]=[CH:29][CH:30]=2)[N:31]=[C:23]1[CH:22]=[CH:21][C:18]1[CH:17]=[CH:16][C:15]([C:14]([N:9]([N:10]=[S:11](=[O:13])=[O:12])[CH2:8][C@H:7]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:6]([OH:39])=[O:5])=[O:32])=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86752457HCID 86752457, compound

Product 2

HCID 86596525Ethanol ammonium hydroxide waterHCID 86752456HCID 86752456, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A CH2Cl2 solution (20 mL) of 31-4 (220 mg, 0.4 mmol) and TFA (5 mL) was stirred under ambient conditions for 5 h and concentrated. Flash chromatography (silica 9:0.5:0.5, EtOH/H2O/NH4OH) gave 31-5 as a solid.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-b99f6a10f6924344af97e0a723dc9b21
Source dataset
uspto-grants-1998_04
Patent number
US05741796

Reaction notes

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