Sodium cyanoborohydride → HCID 66922525, compound

HRID 1363680Notes

Reaction equation

HRID 1363680 reaction equation
[F:1][C:2]1[C:10]([F: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>[F:1][C:2]1[C:10]([F: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 589509146,7-difluoro-2,3-dihydro-1H-inden-1-one

Product 1

HCID 66922525HCID 66922525, compoundYield 49.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 6,7-difluoro-1-indanone (6.00 g, 35.70 mmol), NaBH3CN (15.70 g, 0.25 mol) and NH4OAc (82.60 g, 1.07 mol) in isopropanol was reacted according to the protocols as outlined in general procedure B to give 3.00 g of the crude title compound, which was used in the next step without further purification. Spectroscopic data: 1H NMR (300 MHz, CDCl3) □ 1.7 (br s, 2H), 1.78-1.90 (m, 1H), 2.44-2.57 (m, 1H), 2.72-2.87 (m, 1H), 2.95-3.09 (m, 1H), 4.7 (t, 1H, J=6.7 Hz), 6.86-7.00 (m, 2H).

Sources & evidence

ORD record
ord-a6004d2da5854f929909bfb462a10048
Source dataset
uspto-grants-2011_02
Patent number
US07884244B2

Reaction notes

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