6,7-Dimethyl-2,3-dihydro-1H-inden-1-one → HCID 68877785, compound

HRID 1818016Notes

Reaction equation

HRID 1818016 reaction equation
[CH3:1][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>[CH3:1][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 6405546,7-Dimethyl-2,3-dihydro-1H-inden-1-oneHCID 5003444Sodium cyanoborohydride

Product 1

HCID 68877785HCID 68877785, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

6,7-Dimethyl-1-indanone (2.50 g, 15.60 mmol), NaBH3CN (6.90 g, 0.11 mol) and NH4OAc (36.00 g, 0.47 mol) in isopropanol were reacted according to the protocols as outlined in general procedure E to afford the title indanamine. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ 1.6 (br s, 2H), 1.83-1.96 (m, 1H), 2.01-2.11 (m, 1H), 2.26 (s, 3H), 2.31 (s, 3H), 2.72-2.87 (m, 1H), 3.05-3.18 (m, 1H), 4.42-4.50 (m, 1H), 6.95-7.09 (m, 2H).

Sources & evidence

ORD record
ord-23885a816294426babbd310dc52e0135
Source dataset
uspto-grants-2009_10
Patent number
US07598417B2

Reaction notes

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