Potassium Iodide → N,N-diphenyl-4-[3-methylphenyl]-1-piperidinepropanamine butenedioate

HRID 1902676ノート

反応式

HRID 1902676 の反応式
C1(N(CCCCl)C2C=CC=CC=2)C=CC=CC=1.Cl.CC1C=C(C2CCNCC2)C=CC=1.[I-].[K+].C(=O)([O-])[O-].[Na+].[Na+].[C:40]([OH:47])(=[O:46])[CH2:41][CH2:42][C:43]([OH:45])=[O:44].[C:48]1([N:54]([C:71]2[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=2)[CH2:55][CH2:56][CH2:57][N:58]2[CH2:63][CH2:62][CH:61]([C:64]3[CH:69]=[CH:68][CH:67]=[C:66]([CH3:70])[CH:65]=3)[CH2:60][CH2:59]2)[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1>C(O)CCC>[C:40]([OH:47])(=[O:46])[CH:41]=[CH:42][C:43]([OH:45])=[O:44].[C:48]1([N:54]([C:71]2[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=2)[CH2:55][CH2:56][CH2:57][N:58]2[CH2:59][CH2:60][CH:61]([C:64]3[CH:69]=[CH:68][CH:67]=[C:66]([CH3:70])[CH:65]=3)[CH2:62][CH2:63]2)[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1

参加物

7

反応物 5

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 106580533-(N,N-diphenylamino)-1-chloropropaneHCID 219369674-(3-Methylphenyl)piperidine hydrochlorideHCID 86738711N,N-diphenyl-4-[3-methylphenyl]-1-piperidinepropanamine butanedioate

生成物 1

HCID 70530333N,N-diphenyl-4-[3-methylphenyl]-1-piperidinepropanamine butenedioate

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of 7.37 g. (0.030 moles) of 3-[N,N-diphenylamino]-1-chloropropane, 6.0 g. (0.024 moles) of 4-(3-methylphenyl)-piperidine hydrochloride, 3.92 g. (0.024 moles) of potassium iodide, and 5.30 g. (0.050 moles) of sodium carbonate in 60 ml. of n-butanol is refluxed for about 16 hours. Solvent is evaporated and the residue is dissolved in chloroform and washed with water. The chloroform solution is dried and passed through a column of silica gel. The product is eluted with acetonitrile. The product fractions are combined, concentrated, and converted to the maleate salt in ether. The resulting crystals recrystallized from acetonitrile to give 7.2 g. of N,N-diphenyl-4-[3-methylphenyl]-1-piperidinepropanamine butanedioate (1:1), mp. 137.5°-139.5° C.

後処理

  1. additionA mixture of 7.37 g
  2. customSolvent is evaporated
  3. dissolutionthe residue is dissolved in chloroform
  4. washwashed with water
  5. dry with materialThe chloroform solution is dried
  6. washThe product is eluted with acetonitrile
  7. concentrationconcentrated
  8. customThe resulting crystals recrystallized from acetonitrile
  9. customto give 7.2 g

出典と根拠

ORDレコード
ord-e51816231e014e4ea3646c46d7142062
出典データセット
uspto-grants-1982_12
特許番号
US04364954

反応ノート

読み込み中…