Methanesulfonyl chloride → 2,3-Dihydro-1h-inden-2-yl methanesulfonate

HRID 1388582Notes

Reaction equation

HRID 1388582 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[OH:10].[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1>[CH3:11][S:12]([O:10][CH:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1]1)(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 779362-Indanol

Product 1

HCID 2552212,3-Dihydro-1h-inden-2-yl methanesulfonateYield 89.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

2-Indanol (1.34 g) in pyridine (5 ml) was stirred with cooling to 0° C. Methylsulphonyl chloride (1.38 g) was added dropwise while maintaining the temperature at 0°. The mixture was then allowed to warm to room temperature and was stirred for 0.5 hour. The mixture was then poured on to ice and immediately a white precipitate formed; the mixture was allowed to stand overnight. The precipitate was then filtered off, washed with water and air-dried to give 2-methylsulphonyloxyindane (1.9 g), m.p. 75°-77° C.

Workup

  1. temperaturewhile maintaining the temperature at 0°
  2. temperatureto warm to room temperature
  3. additionThe mixture was then poured on to ice
  4. customimmediately a white precipitate formed
  5. waitto stand overnight
  6. filtrationThe precipitate was then filtered off
  7. washwashed with water
  8. customair-dried

Sources & evidence

ORD record
ord-f8252d18e2c24122915e110d0ad6e7d7
Source dataset
uspto-grants-1984_02
Patent number
US04431834

Reaction notes

Loading…