苯甲醛 → Methyl 2,6-bis(benzylideneamino)hexanoate

HRID 1252555

反应方程式

HRID 1252555 反应方程式
Cl.N[CH:3]([CH2:7][CH2:8][CH2:9][CH2:10]N)[C:4](O)=O.Cl.Cl.Cl.[NH2:15][CH:16]([CH2:21][CH2:22][CH2:23][CH2:24][NH2:25])[C:17]([O:19][CH3:20])=[O:18].[CH:26](=O)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.[CH2:34](N(CC)CC)C>CO.C(Cl)Cl>[CH:4](=[N:15][CH:16]([CH2:21][CH2:22][CH2:23][CH2:24][N:25]=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:17]([O:19][CH3:20])=[O:18])[C:3]1[CH:34]=[CH:10][CH:9]=[CH:8][CH:7]=1

参与物

8

反应物 5

HCID 240苯甲醛HCID 313海萝胶HCID 8471三乙胺HCID 12047DL-赖氨酸盐酸盐HCID 13661416赖氨酸,甲酯,盐酸甲酯(1:2)

产物 1

HCID 14231031Methyl 2,6-bis(benzylideneamino)hexanoate

试剂、催化剂与溶剂 2

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂HCID 6344二氯甲烷溶剂2 次

实验过程

A suspension of 2,6-diaminohexanoic acid hydrochloride (18.26 g, 100 mmol) in dry methanol (100 ml) is saturated with gaseous hydrochloric acid and heated under reflux for 2 hours. Upon cooling, methyl 2,5-diaminohexanoate dihydrochloride crystallizes. To an ice cooled suspension of methyl 2,6-diaminohexanoate dihydrochloride (4.66 g, 20 mmol) in methylene chloride (50 ml) is added benzaldehyde (4.04 g, 40 mmol) and then dropwise a solution of triethylamine (4.24 g, 40 mmol) in methylene chloride (30 ml). The reaction mixture is allowed to stand overnight at room temperature under stirring and is then concentrated under reduced pressure to give a residue which is extracted into ether (diethyl ether). The ether extract is washed with water and brine, dried over MgSO4, and concentrated to give methyl 2,6-bis(benzylideneamino)hexanoate as an oily residue.

后处理

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. temperatureUpon cooling
  4. custommethyl 2,5-diaminohexanoate dihydrochloride crystallizes
  5. temperatureTo an ice cooled
  6. concentrationis then concentrated under reduced pressure
  7. customto give a residue which
  8. extractionis extracted into ether (diethyl ether)
  9. extractionThe ether extract
  10. washis washed with water and brine
  11. dry with materialdried over MgSO4
  12. concentrationconcentrated

来源与证据

ORD记录
ord-c1887996564d4518896d2558cccebfc2
来源数据集
uspto-grants-1988_05
专利号
US04743691

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