N,N-Dimethylaniline → HCID 57429963, compound
Reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=2)[CH:2]=1.[C:14](Cl)([Cl:16])=[O:15].C1(C)C=CC=CC=1.CN(C)C1C=CC=CC=1>O1CCCC1>[Cl:16][C:14]([O:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH:8]=1)=[O:15]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
A solution of 3-pyridin-3-yl-phenol in tetrahydrofuran was treated with 20% phosgene in toluene (1.0 eq.) at 25° C. The reaction mixture was then treated with N,N-dimethylaniline (1.3 eq) at 0° C. The reaction mixture was stirred at 25° C. over night. The volatiles were removed under reduced pressure. The crude product 3-pyridin-3-yl-phenyl chloroformate was used without further purification.
Workup
- customThe volatiles were removed under reduced pressure
- customThe crude product 3-pyridin-3-yl-phenyl chloroformate was used without further purification
Sources & evidence
- ORD record
- ord-e6726ca4a788492baa5c994eab52bd4b
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08063021B2
Reaction notes
Loading…