N-(2-Chloroethyl)-N-methylbenzylamine hydrochloride → 7-[2-(N-benzyl-N-methylamino)ethoxy]-2,2-dimethyl-4-(2-naphthyl)-2H-chromene

HRID 26301

Reaction equation

HRID 26301 reaction equation
Cl.[CH2:2]([N:9]([CH3:13])[CH2:10][CH2:11]Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:14][C:15]1([CH3:36])[CH:24]=[C:23]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH:26]=2)[C:22]2[C:17](=[CH:18][C:19]([OH:35])=[CH:20][CH:21]=2)[O:16]1>>[CH2:2]([N:9]([CH2:10][CH2:11][O:35][C:19]1[CH:18]=[C:17]2[C:22]([C:23]([C:25]3[CH:34]=[CH:33][C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH:26]=3)=[CH:24][C:15]([CH3:36])([CH3:14])[O:16]2)=[CH:21][CH:20]=1)[CH3:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 12822620N-(2-Chloroethyl)-N-methylbenzylamine hydrochlorideHCID 205705402,2-Dimethyl-4-(naphthalen-2-yl)-2H-1-benzopyran-7-ol

Product 1

HCID 205705037-[2-(N-benzyl-N-methylamino)ethoxy]-2,2-dimethyl-4-(2-naphthyl)-2H-chromeneYield 49%

Procedure

Reaction of N-benzyl-N-(2-chloroethyl)methylamine hydrochloride with 2,2-dimethyl-4-(2-naphthyl)-2H-chromen-7-ol by an analogous method to that described in Preparation 18 (c) gave the title compound (49%) as a colourless oil, The hydrochloride salt had m.p. 112°-115° C. decomposed.

Sources & evidence

ORD record
ord-19cdc939f4cd4a25833064c419fd6acc
Source dataset
uspto-grants-1979_04
Patent number
US04148909

Linked notes

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