Triethylamine → HCID 21472505, compound

HRID 2256327Notes

Reaction equation

HRID 2256327 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:15][C:14](=[O:16])[O:13][C:11](=[O:12])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].C([N:19]([CH2:22]C)[CH2:20][CH3:21])C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:10][C:11]([N:19]([CH2:20][C:21]2[CH:3]=[CH:4][CH:9]=[CH:10][C:11]=2[O:13][CH3:14])[CH3:22])=[O:12])[CH2:15][C:14]([OH:13])=[O:16])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 543639424-(3,4-Dichlorophenyl)oxane-2,6-dione

Product 1

HCID 21472505HCID 21472505, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

3-(3,4-Dichlorophenyl)glutaric anhydride (5.9 g) in CH2Cl2 (80 mL) at 0° C. was treated sequentially with N-methyl-N-[2-methoxyphenyl)methyl]amine (3.8 g), triethylamine (3.5 mL) and N,N-dimethylaminopyridine (278 mg). The mixture was stirred at 0° C. for two hours then allowed to warm to room temperature and stirred for 20 hours. The reaction mixture was washed with 1N HCl (1×100 mL) and brine (1×100 mL). The organic layers were dried over MgSO4, filtered and concentrated to afford the title compound (9.3 g).

Workup

  1. temperatureto warm to room temperature
  2. stirringstirred for 20 hours
  3. washThe reaction mixture was washed with 1N HCl (1×100 mL) and brine (1×100 mL)
  4. dry with materialThe organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bd4b5b220ba9414eb7e4fd15345d0a49
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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