ChemicalBook CAS DataBase List 6-CHLORO-2,3-DIHYDRO-1H-INDOLE

6-CHLORO-2,3-DIHYDRO-1H-INDOLE synthesis

3synthesis methods

Product Name:6-CHLORO-2,3-DIHYDRO-1H-INDOLE
CAS Number:52537-00-5
Molecular formula:C8H8ClN
Molecular Weight:153.61

17422-33-2
312 suppliers
$10.00/1g

52537-00-5
100 suppliers
$34.00/100mg

Yield: 100%

Reaction Conditions:

with sodium cyanoborohydride;acetic acid at 20; for 0.333333 h;

Steps:

142
Reduction of Indoles to Indolines:; PREPARATION 142; 6-Chloro-2, 3-dihydro-lH-indole; Dissolve 6-chloro-lH-indole (2 g, 0.013 mol) in acetic acid (10 mL) under nitrogen. Add sodium cyanoborohydride (1.24 g, 1.5 eq) and stir 20 minutes at room temperature. Dilute with ethyl acetate and extract with sodium hydroxide (5 N aqueous). Dry over magnesium sulfate, filter and concentrate to give 2.35 g (116%) crude product. MS (ES, m/z) : 154.0 (M+1).

References:

ELI LILLY AND COMPANY WO2003/76398, 2003, A2 Location in patent:Page/Page column 41