HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Benzaldehyde → Tert-butyl N-benzylidenealaninate

HRID 1957024
Notes
Print preview

Reaction equation

HRID 1957024 reaction equation
Cl.[C:2]([O:6][C:7](=[O:11])[C@H:8]([CH3:10])[NH2:9])([CH3:5])([CH3:4])[CH3:3].C(N(CC)CC)C.S([O-])([O-])(=O)=O.[Mg+2].[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(Cl)Cl.O.[Cl-].[Na+].O>[C:2]([O:6][C:7](=[O:11])[C@H:8]([CH3:10])[N:9]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([CH3:5])([CH3:4])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 11275390tert-Butyl alaninate hydrochloride

Product 1

HCID 13433755Tert-butyl N-benzylidenealaninate

Reagents, catalysts & solvents 3

HCID 962Water
Solvent
HCID 6344DichloromethaneSolvent
HCID 57417360Sodium chloride; waterSolvent

Procedure

To a stirred solution of L-alanine t-butyl ester hydrochloride (1.03 g, 5.69 mmol), triethylamine (0.792 ml, 5.69 mmol) and magnesium sulfate (463 mg) in methylene chloride (11 ml) is added benzaldehyde (0.549 ml, 5.40 mmol) at room temperature under nitrogen atmosphere. The reaction mixture is stirred at room temperature for 17 hours, then diluted with water (10 ml), and brine, successively, and dried over magnesium sulfate and concentrated in vacuo to give N-(phenylmethylene)alanine t-butyl ester as a colorless oil.

Workup

  1. dry with materialsuccessively, and dried over magnesium sulfate
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4412b51422a04e1e8db101f9c54fd94a
Source dataset
uspto-grants-1998_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05780498

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes