1H-INDOLE,5-ETHYL-2,3-DIHYDRO- synthesis

6synthesis methods

Product Name:1H-INDOLE,5-ETHYL-2,3-DIHYDRO-
CAS Number:67932-65-4
Molecular formula:C10H13N
Molecular Weight:147.22

1H-Indole, 5-ethyl-2,3-dihydro-1-(phenylsulfonyl)-

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67932-65-4
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Yield:67932-65-4 32%

Reaction Conditions:

Stage #1: 1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indolewith hydrogen bromide in water; for 6 h;Heating / reflux;
Stage #2: with sodium hydroxide in water; pH=9;

Steps:

54

A mixture of 5-ethyl-1-(phenylsulfonyl)indoline (15 g, 0.050 mol) in HBr (48%, 162 mL) was heated at reflux for 6 h. The mixture was basified with sat. NaOH to pH 9 and then it was extracted with ethyl acetate. The organic layer washed with brine, dried over Na₂SO₄, and concentrated under reduced pressure. The residue was purified by silica column to give 5-ethylindoline (2.5 g, 32%).

References:

US2007/244159,2007,A1 Location in patent:Page/Page column 144-145

496-15-1 Synthesis