Ethanol → HCID 20405750, compound

HRID 2164464Notes

Reaction equation

HRID 2164464 reaction equation
[CH3:1][N:2]([CH3:23])[CH2:3][CH2:4][CH:5]([NH:14][C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:13].C(O)C>P(Cl)(Cl)(Cl)=O.CCOCC>[ClH:13].[Cl:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[CH2:6][CH:5]([CH2:4][CH2:3][N:2]([CH3:23])[CH3:1])[N:14]=[C:15]2[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 13069510HCID 13069510, compound

Product 1

HCID 20405750HCID 20405750, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 24813Phosphorus oxychlorideSolvent

Procedure

A suspension of 32 g of 1-dimethylamino 3-benzamido 4-orthochlorophenyl butane [(XI), code number 57] in 350 ml phosphorous oxychloride were brought to 100° C. for 12 hours. Then the solvent is evaporated, the residue taken up in water, basified with concentrated aqueous NaOH, extracted with methylene chloride, filtered, the filtrate evaporated and the product obtained chromatographed on an alumina column (elution by means of methylene chloride). Then the product obtained is dissolved in ether, hydrochloric ethanol is added and the precipitate formed is filtered.

Workup

  1. customThen the solvent is evaporated
  2. extractionextracted with methylene chloride
  3. filtrationfiltered
  4. customthe filtrate evaporated
  5. customthe product obtained
  6. customchromatographed on an alumina column (elution by means of methylene chloride)
  7. customThen the product obtained
  8. customthe precipitate formed
  9. filtrationis filtered

Sources & evidence

ORD record
ord-800fbfd31d8e4f0890e5d55f9053210d
Source dataset
uspto-grants-1985_03
Patent number
US04504663

Reaction notes

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