Thionyl Chloride → 3-Methyl-1H-indene-2-carbonyl chloride
Reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C:3]=1[C:11]([OH:13])=O.S(Cl)([Cl:16])=O>>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C:3]=1[C:11]([Cl:16])=[O:13]Participants
3
Procedure
1.0 g of 3-methylindene-2-carboxylic acid and 5 ml thionyl chloride were refluxed for 4 hours. Careful removal of the solvent by distillation under reduced pressure gave 3-methylindene-2-oyl chloride. The acid chloride dissolved in THF was dropped into a mixture of guanidine and sodium hydroxide at room temperature over a period of 10 min. and stirred for one hour. The reaction was terminated by work-up and the product was purified by column chromatography.
Workup
- customCareful removal of the solvent
- distillationby distillation under reduced pressure
Sources & evidence
- ORD record
- ord-97c55ca915ef4418862fcb86ab30f5ed
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05733934
Reaction notes
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