Triethylamine → HCID 19365905, compound

HRID 850020Notes

Reaction equation

HRID 850020 reaction equation
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[NH2:7][CH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH3:18])([CH3:17])[CH2:9]1.C(N(CC)CC)C>C1COCC1>[CH3:17][C:10]1([CH3:18])[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]([NH:7][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH2:9]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 230089363,3-dimethyl-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 19365905HCID 19365905, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

With ice-cooling, 4.44 g (34.7 mmol) of ethanesulfonyl chloride were added dropwise to a solution of 5.1 g (31.6 mmol) of 1-amino-3,3-dimethylindan (Example 1a) and 12.8 g (126 mmol) of triethylamine in 100 ml of THF. After 2 h at RT, the reaction mixture was concentrated under reduced pressure and the residue was taken up in water and EA. The organic phase was dried over magnesium sulfate and concentrated under reduced pressure, giving 6.4 g of 3,3-dimethyl-1-ethylsulfonylaminoindan.

Workup

  1. temperatureWith ice-cooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8d3dcd18e9114d01bc7f20fb19003fb8
Source dataset
uspto-grants-2000_01
Patent number
US06015822

Reaction notes

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