Trifluoroacetic acid → 4-(4-(2-Hydroxypropyl)piperazine-1-carbonyl)benzaldehyde

HRID 592065Notes

Reaction equation

HRID 592065 reaction equation
[CH:1]([C:3]1[CH:23]=[CH:22][C:6]([C:7]([N:9]2[CH2:14][CH2:13][N:12]([C:15](OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[O:8])=[CH:5][CH:4]=1)=[O:2].[C:24](O)([C:26](F)(F)F)=[O:25]>C(Cl)Cl>[OH:25][CH:24]([CH3:26])[CH2:15][N:12]1[CH2:11][CH2:10][N:9]([C:7]([C:6]2[CH:5]=[CH:4][C:3]([CH:1]=[O:2])=[CH:23][CH:22]=2)=[O:8])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59218188Tert-butyl 4-(4-formylbenzoyl)piperazine-1-carboxylate

Product 1

HCID 897260084-(4-(2-Hydroxypropyl)piperazine-1-carbonyl)benzaldehydeYield 31.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In an analagous manner to 23, tert-butyl 4-(4-formylbenzoyl)piperazine-1-carboxylate 26 (500 mg, 1.57 mmol) in DCM (10 mL) was reacted with TFA (1.17 mL, 15.72 mmol) to afford product as white sticky solid. Yield: 31.4%.

Workup

  1. customto afford product as white sticky solid

Sources & evidence

ORD record
ord-2148884d8d50476f82b47dee12198201
Source dataset
uspto-grants-2016_01
Patent number
US09238656B2

Reaction notes

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