Indane → Indan-5-sulfonyl chloride
Reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[Cl:10][S:11](O)(=[O:13])=[O:12]>ClCCl>[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([S:11]([Cl:10])(=[O:13])=[O:12])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of indane (50 mmol, 6.11 mL) in dichloromethane (50 ml) at 0° C. is added dropwise chlorosulfonic acid (200 mmol, 13.3 ml). The resulting solution is allowed to return to room temperature and is stirred for 2 hr. The solution is then poured slowly onto a mixture of ice (200 g) and dichloromethane (50 ml). The organic layer is separated, washed with brine (50 mL), dried over sodium sulfate, filtered and evaporated to produce indan-5-sulfonic acid chloride.
Workup
- customto return to room temperature
- customThe organic layer is separated
- washwashed with brine (50 mL)
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-f531ef2c48b4430da25b6d43132e028e
- Source dataset
- uspto-grants-2007_10
- Patent number
- US07282595B2
Reaction notes
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