Water → Piperazine, 1-(diphenylmethyl)-4-(2-(1-piperidinylmethyl)-2-propenyl)-

HRID 1639225Notes

Reaction equation

HRID 1639225 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]([CH2:23]Cl)=[CH2:22])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.O>C(O)C>[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]([CH2:23][N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[CH2:22])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 13864639HCID 13864639, compound

Product 1

HCID 3087340Piperazine, 1-(diphenylmethyl)-4-(2-(1-piperidinylmethyl)-2-propenyl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7.0 g of 1-benzhydryl-4-(2-chloromethyl-2-propenyl)-piperazine (0.0205 mole) and 6.98 g of piperidine (0.082 mole) in 150 ml of absolute ethanol is heated until it has dissolved completely, and subjected to reflux for 3 hours. Then, it is conditioned to room temperature and the ethanol is removed by distillation. The resulting crude reaction product is treated with distilled water several times until a solid material is obtained which is then filtered and washed abundantly with water. By recrystallization from ethanol, 7.4 g crystals of 1-benzhydryl-4-(2-(1-piperidinylmethyl)-2-propenyl)-piperazine (I, R1 =benzhydryl, R2 =2-(1-piperidinylmethyl-2-propenyl) are obtained. Yield: 94%; m.p. 99°-102° C.

Workup

  1. temperatureis heated until it
  2. dissolutionhas dissolved completely
  3. temperatureto reflux for 3 hours
  4. customis conditioned to room temperature
  5. customthe ethanol is removed by distillation
  6. customThe resulting crude reaction product
  7. customis obtained which
  8. filtrationis then filtered
  9. washwashed abundantly with water
  10. customBy recrystallization from ethanol, 7.4 g crystals of 1-benzhydryl-4-(2-(1-piperidinylmethyl)-2-propenyl)-piperazine (I, R1 =benzhydryl, R2 =2-(1-piperidinylmethyl-2-propenyl)
  11. customare obtained

Sources & evidence

ORD record
ord-bfe1f3c6fcb34c69bc4e0b6290cc8d58
Source dataset
uspto-grants-1989_11
Patent number
US04883797

Reaction notes

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