2,5-Dimethoxytetrahydrofuran → HCID 14986610, compound

HRID 373870Notes

Reaction equation

HRID 373870 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7]1.CO[CH:27]1[CH2:31][CH2:30][CH:29](OC)O1>C(O)(=O)C>[C:13]1([CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:9]2[CH2:10][CH2:11][N:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:1]3[CH:27]=[CH:31][CH:30]=[CH:29]3)[CH2:7][CH2:8]2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 139569931-(4-Aminobutyl)-4-(diphenylmethyl)piperazine

Product 1

HCID 14986610HCID 14986610, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Under reflux, for 20 minutes is heated a solution of 1.28 g (3.96 mmoles) of 1-(4-aminobutyl)-4-diphenylmethylpiperazine and 0.77 g (5.8 mmoles) of 2.5-dimethoxytetrahydrofurane in 25 ml of acetic acid. It is cooled, it is poured over ice water, neutralized with NaCHO3 and extracted with chloroform. It is dried with Na2SO4, and evaporated under vacuum to dryness. 1.7 g of crude oil is obtained which is purified on a silica chromatographic column (eluant: ethyl acetate). 0.95 g of 1-[4-(4-Diphenylmethyl-1-piperazinyl)butyl]pyrrole is obtained in solid form, with a melting point 80°-84° C.

Workup

  1. temperatureUnder reflux, for 20 minutes
  2. temperatureIt is cooled
  3. extractionextracted with chloroform
  4. dry with materialIt is dried with Na2SO4
  5. customevaporated under vacuum to dryness
  6. custom1.7 g of crude oil is obtained which
  7. customis purified on a silica chromatographic column (eluant: ethyl acetate)

Sources & evidence

ORD record
ord-01eb4e09f7ec46e6914686cb10c101cc
Source dataset
uspto-grants-1992_11
Patent number
US05166205

Reaction notes

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