Reaction #1379921

Reaction equation

5-bromoindan-1-ol

5-Bromoindan-1-ol

bromotrimethylsilane

→

1,5-Dibromoindane

Solvents

chloroform

Conditions

Workup

1. 1
   OtherTo a nitrogen-purged flask
2. 2
   Concentrationconcentrated
3. 3
   OtherThe residue was partitioned between ethyl acetate and water
4. 4
   WashThe organic phase was washed with saturated aqueous sodium chloride solution
5. 5
   Dryingdried over sodium sulfate
6. 6
   Concentrationconcentrated
7. 7
   Otherto give a brown oil which
8. 8
   Otherwas used without further purification

Procedure

To a nitrogen-purged flask was added 100 mg (0.469 mmol) of 5-bromoindan-1-ol from Step A and 3 mL of anhydrous chloroform, followed by 0.096 mL (0.704 mmol) of bromotrimethylsilane. The reaction mixture was stirred at ambient temperature overnight and concentrated. The residue was partitioned between ethyl acetate and water. The organic phase was washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, and concentrated to give a brown oil which was used without further purification. Mass spectrum (MS): m/z 195, 197 (M+1-HBr), 116 (M+1-2HBr).

Source