Benzaldehyde → Methyl 2,6-bis(benzylideneamino)hexanoate

HRID 1252555

反応式

HRID 1252555 の反応式
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

参加物

8

反応物 5

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 12047Lysine hydrochloride, DL-HCID 13661416Methyl DL-lysinate dihydrochloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c1887996564d4518896d2558cccebfc2
出典データセット
uspto-grants-1988_05
特許番号
US04743691

関連ノート

読み込み中…