6-Chloroindole → 6-Chloro-2,3-dihydro-1h-indole

HRID 356025Notes

Reaction equation

HRID 356025 reaction equation
[Cl:1][C:2]1[CH:10]=[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[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 871116-ChloroindoleHCID 5003444Sodium cyanoborohydride

Product 1

HCID 2585676-Chloro-2,3-dihydro-1h-indoleYield 94%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6-Chloroindole was reduced in the usual way with sodium cyanoborohydride in glacial acetic acid to give the title compound (D36) (1.18 g, 94%).

Sources & evidence

ORD record
ord-d4b0d1e06866444e9c8afa2d0de73390
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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