Water → 1-(2,3-Dihydro-1H-indol-1-yl)ethan-1-one

HRID 234493

Reaction equation

HRID 234493 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:17](OC(=O)C)(=[O:19])[CH3:18].O>C(Cl)(Cl)Cl>[C:17]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1)(=[O:19])[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 10328Indoline

Product 1

HCID 276731-(2,3-Dihydro-1H-indol-1-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent3×

Procedure

A solution of 11.9 g of indoline in 100 ml of chloroform is cooled to 0° C., 13.9 ml of triethylamine are added and a solution of 10.4 ml of acetic anhydride in 10 ml of chloroform is then added dropwise, followed by 0.1 g of 4-dimethylaminopyride. After stirring for two hours at RT, water is added to the reaction mixture, extraction is carried out with chloroform, the organic phase is dried over sodium sulfate and the solvent is evaporated off under vacuum to give 15.44 g of the expected product, which is used as such.

Workup

  1. dry with materialthe organic phase is dried over sodium sulfate
  2. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-f6e181a0f676489494226c2a8c4f58a6
Source dataset
uspto-grants-1997_01
Patent number
US05594023

Linked notes

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