Formic Acid → HCID 18919918, compound

HRID 1291104Notes

Reaction equation

HRID 1291104 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[C:5]([O:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:6].[CH:24](O)=[O:25]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH:24]([NH:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[C:5]([O:7][CH:8]1[CH2:9][CH2:10][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)=[O:6])=[O:25]

Participants

5

Reactant 2

HCID 284Formic AcidHCID 18919810HCID 18919810, compound

Product 1

HCID 18919918HCID 18919918, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.26 g (0.000838 mol) of 1-benzyl-piperidin-4-yl 3-amino-benzoate was dissolved in 8.5 ml of toluene, treated with 0.84 ml (0.0222 mol) of formic acid and boiled at reflux for 12 hrs. The mixture was freed from solvent and the residue was taken up in ethyl acetate and washed with sat. carbonate solution and sodium chloride solution. It was dried over sodium sulfate. 0.26 g (92%) of 1-benzyl-piperidin-4-yl 3-formamido-benzoate was obtained as a brownish oil. MS: me/e=339 (C20H23N2 O3 +).

Workup

  1. temperatureat reflux for 12 hrs
  2. washwashed with sat. carbonate solution and sodium chloride solution
  3. dry with materialIt was dried over sodium sulfate

Sources & evidence

ORD record
ord-74c8bd518dcb46c9917d5b7fd95a2c17
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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