1-Indanone → 2-[(Dimethylamino)methylene]-2,3-dihydro-1H-inden-1-one

HRID 1106547Notes

Reaction equation

[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.C(O[CH:14](OCC)[N:15]([CH3:17])[CH3:16])C>>[CH3:14][N:15]([CH:17]=[C:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1]1=[O:10])[CH3:16]

Participants

Reactant 2

HCID 67351-Indanone

HCID 70913Dimethylformamide diethylacetal

Product 1

HCID 990442-[(Dimethylamino)methylene]-2,3-dihydro-1H-inden-1-one

Procedure

The 2-(dimethylaminomethylene)-indan-1-one starting material was prepared from 1-indanone (3.17 g, 24 mmol) and N,N-dimethylformamide diethyl acetal (21 ml, 120 mmol) to give the desired product as golden yellow crystals (2.61 g) m.p. 156-161°. MS (ES+) 188 (MH+, 100%).

Sources & evidence

ORD record: ord-f7dd204966e84429ace60fbe2d8e2725
Source dataset: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06057329

Reaction notes

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