p-Anisoyl chloride → HCID 22246045, compound

HRID 890616Notes

Reaction equation

HRID 890616 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.[C:10](Cl)(=[O:19])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1>ClCCl>[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH:7][C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 4278144-Aminobenzylamine

Product 1

HCID 22246045HCID 22246045, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 4-aminobenzylamine (7.14 g, 58.4 mmol) in dichloromethane (120 mL) were added at 0° C. under N2 triethylamine (16.4 mL, 118 mmol) and a solution of p-anisoyl chloride (10 g, 58.4 mmol) in dichloromethane (20 mL). The mixture was allowed to reach 25° C., stirred 16 h, and poured onto water/ice (ca. 200 mL). The resulting suspension was stirred for 15 minutes and the white solid was filtered off and dried. Weight: 15 g (100% yield).

Workup

  1. customto reach 25° C.
  2. additionpoured onto water/ice (ca. 200 mL)
  3. stirringThe resulting suspension was stirred for 15 minutes
  4. filtrationthe white solid was filtered off
  5. customdried

Sources & evidence

ORD record
ord-ff8a7a66a5ec4b2ba44e4df5b2a44dd6
Source dataset
uspto-grants-2006_02
Patent number
US06998414B2

Reaction notes

Loading…