5,6,7,8-Tetrahydro-1-naphthol → Nadolol EP Impurity G

HRID 328896Notes

Reaction equation

HRID 328896 reaction equation
[C:1]([N:5]1[CH2:8][CH:7]([OH:9])[CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:10]1([OH:20])[C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[CH:13]=[CH:12][CH:11]=1>>[C:10]1([O:20][CH2:6][CH:7]([OH:9])[CH2:8][NH:5][C:1]([CH3:2])([CH3:3])[CH3:4])[C:19]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 682585,6,7,8-Tetrahydro-1-naphtholHCID 2879861-tert-Butyl-3-hydroxyazetidine

Product 1

HCID 12445684Nadolol EP Impurity G

Procedure

1-(tert.-butyl)-3-azetidinol and 5,6,7,8-tetrahydro-α-naphthol were reacted in the same manner as in Example 1 to form 1-(5,6,7,8-tetrahydro-α-naphthoxy)-3-(tert.-butylamino)-2-propanol. A hydrochloric acid gas was blown into the obtained propanol. As a result 1-(5,6,7,8-tetrahydro-1-naphthoxy)-3-(tert.-butylamino)-2-propanol hydrochloride having a melting point of 148°-150° C was obtained. The yield was 70%.

Sources & evidence

ORD record
ord-f059d5e8e570480fbb02be2123d4e8fa
Source dataset
uspto-grants-1977_04
Patent number
US04018824

Reaction notes

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