Sodium cyanoborohydride → 6,7-dichloro-2,3-dihydro-1H-indole

HRID 356023

Reaction equation

HRID 356023 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.C([BH3-])#N.[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][CH2:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 122728026,7-dichloro-1H-indole

Product 1

HCID 167882966,7-dichloro-2,3-dihydro-1H-indoleYield 67%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6,7-Dichloroindole (D33) was reduced in the usual way with sodium cyanoborohydride in glacial acetic acid to give the title compound (D34) (1.14 g, 67%).

Sources & evidence

ORD record
ord-d878c630a6364c65836ead566b44736b
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Linked notes

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