Sodium cyanoborohydride → HCID 68878583, compound

HRID 1818017Notes

Reaction equation

HRID 1818017 reaction equation
[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=O)=[CH:4][CH:3]=1.[BH3-]C#[N:15].[Na+]>C(O)(C)C>[Cl:1][C:2]1[C:10]([CH3:11])=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[NH2:15])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 219860676-Chloro-7-methyl-2,3-dihydro-1H-inden-1-one

Product 1

HCID 68878583HCID 68878583, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6-Chloro-7-methyl-1-indanone (2.50 g, 14.00 mmol), NaBH3CN (6.00 g, 95.48 mmol) and NH4OAc (32.04 g, 0.42 mol) in isopropanol were reacted according to the protocols as outlined in general procedure C to give the title indanamine. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ 1.5 (br s, 2H), 1.84-1.93 (m, 1H), 2.30-2.45 (m, 4H), 2.72-2.88 (m, 1H), 3.02-3.16 (m, 1H), 4.40-4.50 (m, 1H), 7.0 (d, 1H, J=7.9 Hz), 7.2 (d, 1H, J=8.2 Hz).

Sources & evidence

ORD record
ord-34ca2f1873fb43c08413fde0df390a5c
Source dataset
uspto-grants-2009_10
Patent number
US07598417B2

Reaction notes

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