Hydrochloric Acid → HCID 67425102, compound

HRID 1895502Notes

Reaction equation

[CH2:1]([CH:4]([C:18]1[S:19][CH:20]=[CH:21][CH:22]=1)[CH2:5][NH:6][C@H:7]1[CH2:16][CH2:15][C:14]2[C:13]([OH:17])=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:8]1)[CH2:2][CH3:3].[ClH:23]>C(OCC)(=O)C.C(O)(C)C>[ClH:23].[CH2:1]([CH:4]([C:18]1[S:19][CH:20]=[CH:21][CH:22]=1)[CH2:5][NH:6][C@H:7]1[CH2:16][CH2:15][C:14]2[C:13]([OH:17])=[CH:12][CH:11]=[CH:10][C:9]=2[CH2:8]1)[CH2:2][CH3:3]

Participants

Conditions

Temperature: 2.5 °C

Procedure

1 g of the (6S)-(−)-5,6,7,8-tetrahydro-6-[propyl-(2-thienyl)ethyl]amino-1-naphthol (I) obtained in Example 3 (96.58% purity by HPLC) was dissolved in 8 mL of ethyl acetate at room temperature. Then, 1.5 mL of 2.5M HCl solution was added in isopropanol. The mixture was cooled for 3 hours at 0-5° C. and a white solid precipitated. The mixture was filtered off to afford 1 g of (6S)-(−)-5,6,7,8-tetrahydro-6-[propyl-(2-thienyl)ethyl]amino-1-naphthol hydrochloride (90% yield). The product was analyzed by HPLC and its purity was 98.58%.

Workup

customa white solid precipitated
filtrationThe mixture was filtered off

Sources & evidence

ORD record: ord-abcb642dab384b499fd69a634a545e4f
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08513438B2

Reaction notes

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