Triethylamine → 2,3-Dihydro-1H-indole-1-carbonyl chloride
Reaction equation
[O:1]=[C:2]([Cl:8])OC(Cl)(Cl)Cl.[NH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1.C(N(CC)CC)C>ClCCl>[N:9]1([C:2]([Cl:8])=[O:1])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
22.5 mmol of diphosgene dissolved in 90 ml of dichloromethane are cooled to 0° C.; there are then added 45 mmol of indoline, and then 67.5 mmol of triethylamine, while maintaining the temperature at 0° C. After 12 hours at ambient temperature, the mixture is filtered and the filtrate is concentrated under reduced pressure.
Workup
- filtrationthe mixture is filtered
- concentrationthe filtrate is concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-c51b6a8ba5a14cdbadd83f4552550e8f
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06780868B2
Reaction notes
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