Dimethylformamide diethylacetal → HCID 54386627, compound

HRID 1106565Notes

Reaction equation

[CH2:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][C:10]2=[O:13])=[CH:5][CH:4]=1)[CH3:2].C(O[CH:17](OCC)[N:18]([CH3:20])[CH3:19])C>>[CH3:17][N:18]([CH:20]=[C:9]1[CH2:8][CH2:7][C:6]2[C:11](=[CH:12][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=2)[C:10]1=[O:13])[CH3:19]

Participants

Reactant 2

HCID 70913Dimethylformamide diethylacetal

HCID 2315087-ethyl-1-tetralone

Product 1

HCID 54386627HCID 54386627, compound

Procedure

3,4-Dihydro-2-dimethylaminomethylene-7-ethyl-1(2H) naphthalenone was prepared from 7-ethyl-1-tetralone (5 g, 30.0 mmol) and N,N-dimethylformamide diethylacetal (15 ml) to give the compound as a yellow solid (4.6 g) m.p. 132-139°. δH (CDCl3) 7.87 (1H, d, J 1.7 Hz), 7.71 (1H, s), 7.21 (1H, dd, J 2.0, 7.7 Hz), 7.08 (1H, d, J 7.7 Hz), 3.11 (6H, s), 2.85 (4H, m), 2.66 (2H, q, J 7.6 Hz) and 1.24 (3H, m).

Sources & evidence

ORD record: ord-d70bd802fb44495d907ad40f014182fb
Source dataset: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06057329

Reaction notes

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