Formic Acid → HCID 1580059, compound

HRID 2290447Notes

Reaction equation

HRID 2290447 reaction equation
[N:1]1([C:7]2[CH:19]=[CH:18][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH:20](O)=O.C=O.[OH-].[Na+]>O>[CH3:20][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[CH:8]=[CH:9][C:10]([C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12])=[CH:18][CH:19]=2)[CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 1580057Butyl 4-piperazin-1-ylbenzoate

Product 1

HCID 1580059HCID 1580059, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

19.6 g. (75 mmole) n-Butyl 4-(piperazin-1-yl)-benzoate are heated to reflux temperature for 12 hours in a mixture of 112 ml. 80% formic acid and 37.5 ml. 40% formaldehyde solution. After cooling, the reaction mixture is poured into 2.5 liters of water, rendered alkaline with 10N aqueous sodium hydroxide solution and extracted with methylene chloride. The methylene chloride extracts are dried and evaporated to give 17.8 g. (86% of theory) of the desired product; m.p. 118°-120° C.

Workup

  1. temperatureto reflux temperature for 12 hours
  2. additionin a mixture of 112 ml
  3. temperatureAfter cooling
  4. extractionextracted with methylene chloride
  5. dry with materialThe methylene chloride extracts are dried
  6. customevaporated
  7. customto give 17.8 g

Sources & evidence

ORD record
ord-84fae50245d74ddda8a289610b8c3df4
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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