2,2-Dimethyl-7-(2-dimethylaminoethoxy)-4-chromanone → HCID 20363806, compound

HRID 1679137Notes

Reaction equation

HRID 1679137 reaction equation
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Mg]Br)=[CH:4][CH:3]=1.[CH3:14][C:15]1([CH3:32])[CH2:24][C:23](=O)[C:22]2[C:17](=[CH:18][C:19]([O:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])=[CH:20][CH:21]=2)[O:16]1>O1CCCC1>[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:23]2[C:22]3[C:17](=[CH:18][C:19]([O:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])=[CH:20][CH:21]=3)[O:16][C:15]([CH3:32])([CH3:14])[CH:24]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 205705632,2-Dimethyl-7-(2-dimethylaminoethoxy)-4-chromanoneHCID 178505833HCID 178505833, compound

Product 1

HCID 20363806HCID 20363806, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 4-fluoro-1-naphthylmagnesium bromide with an equivalent amount of 2,2-dimethyl-7-(2-dimethylaminoethoxy)-4-chromanone in dry tetrahydrofuran, by an analogous method to that described in Example 1 gave the title compound (14%). The hydrochloride salt had m.p. 224.5°-226° C.

Sources & evidence

ORD record
ord-ce2e295a7fd1457eb321993545c19f4d
Source dataset
uspto-grants-1978_03
Patent number
US04079066

Reaction notes

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