Methylamine → 1-{[2,2-Dimethyl-4-(naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3-(methylamino)propan-2-ol

HRID 224926Notes

Reaction equation

HRID 224926 reaction equation
[O:1]1[CH2:27][CH:2]1[CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]([C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=3)[CH2:10][C:11]([CH3:16])([CH3:15])[O:12]2)=[CH:7][CH:6]=1.[CH3:28][NH2:29]>>[OH:1][CH:2]([CH2:27][NH:29][CH3:28])[CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]([C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=3)[CH2:10][C:11]([CH3:16])([CH3:15])[O:12]2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 23330758HCID 23330758, compound

Product 1

HCID 162062761-{[2,2-Dimethyl-4-(naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3-(methylamino)propan-2-ol

Procedure

Reaction of 7-(2,3-epoxypropoxy)-2,2-dimethyl-4-(2-naphthyl)chroman with methylamine, by an analogous method to that described in Example 2 gave 7-(2-hydroxy-3-methylaminopropoxy)-2,2-dimethyl-4-(2-naphthyl)chroman isolated as its hydrochloride salt m.p. 183°-188°.

Sources & evidence

ORD record
ord-7ccd40cd7c374f799e373fae553950bc
Source dataset
uspto-grants-1980_11
Patent number
US04234726

Reaction notes

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