Water → 2,3-Dihydro-1h-inden-2-yl methanesulfonate

HRID 1357009Notes

Reaction equation

HRID 1357009 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].C(N(CC)CC)C.[S:18](Cl)([CH3:21])(=[O:20])=[O:19].O>C(Cl)Cl>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[O:10][S:18]([CH3:21])(=[O:20])=[O:19]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 779362-Indanol

Product 1

HCID 2552212,3-Dihydro-1h-inden-2-yl methanesulfonateYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-Indanol (5.14 g, 38.3 mmoles) in methylene chloride (20 ml) at 0° C. was added with triethylamine (6.13 ml 4.46 g, 44.1 mmoles) and a solution of mesyl chloride (3.26 ml, 4.83 g, 42.1 mmoles) in methylene chloride (4 ml). The temperature was raised to room value, then the mixture was poured into water and the organic phase separated, washed with water, anhydrified and dried to give 8.12 g of the title product (yield: 99%)

Workup

  1. temperatureThe temperature was raised to room value
  2. customthe organic phase separated
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2f0e3cf394fd4ae6a9ae4c3807c96a59
Source dataset
uspto-grants-2003_07
Patent number
US06589951B1

Reaction notes

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