Indoline → HCID 20766004, compound
Reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.Br[CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].C(=O)([O-])[O-].[K+].[K+]>>[CH3:16][O:15][C:13](=[O:14])[CH2:12][CH2:11][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1Participants
4
Procedure
A solution of indoline (6.15 g), methyl 3-bromopropionate (13 g), potassium carbonate (21 g) in 150 mL of acetonitrie was refluxed fro 16 h. The reaction mixture was concentrated, mixed with 300 mL of ether. The mixed reaction solution was filtered, concentrated down to afford compound UUA (8 g). MS: 206 (M+1)+.
Workup
- concentrationThe reaction mixture was concentrated
- additionmixed with 300 mL of ether
- customThe mixed reaction solution
- filtrationwas filtered
- concentrationconcentrated down
- customto afford compound UUA (8 g)
Sources & evidence
- ORD record
- ord-f2ec34b7b445413495b2cfb73538120c
- Source dataset
- uspto-grants-2006_09
- Patent number
- US07109222B2
Reaction notes
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