Sodium Bicarbonate → HCID 70081424, compound

HRID 1955205Notes

Reaction equation

[ClH:1].[CH:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[OH:19][C:20]1[CH:29]=[CH:28][C:23]([O:24][CH2:25][CH2:26]Br)=[CH:22][CH:21]=1.C([O-])(O)=O.[Na+]>>[ClH:1].[CH:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:26][CH2:25][O:24][C:23]2[CH:28]=[CH:29][C:20]([OH:19])=[CH:21][CH:22]=2)[CH2:15][CH2:14]1

Participants

Reactant 3

HCID 516892Sodium Bicarbonate

HCID 128339324-(2-Bromoethoxy)phenol

HCID 23294445HCID 23294445, compound

Product 1

HCID 70081424HCID 70081424, compound

Procedure

The title compound was prepared from 4-((5,6,7,8-tetrahydro-2-naphthyl)methyl)piperidine hydrochloride (250 mg, 940 μmol), 2-(4-hydroxyphenoxy)ethyl bromide (204 mg, 940 μmol) and NaHCO3 (162 mg, 1.93 mmol) as a pale beige solid (152 mg): 1H NMR (CD3OD) 1.55-1.65 (m, 2H), 1.70-1.96 (m, 7H), 2.54 (d, J=6.3 Hz, 2H), 2.62-2.78 (m, 4H), 3.05 (t, J=12 Hz, 2H), 3.43-3.68 (m, 4H), 4.25 (t, J=4.8 Hz, 2H), 6.72 (d, J=9.0 Hz, 2H), 6.80-6.90 (m, 4H), 6.95 (d, J=7.5 Hz, 1H); Anal. Calcd for C24H32ClNO2 ·H2O: C, 68.64; H, 8.16; N, 3.33. Found: C, 68.39; H, 7.99; N, 3.36.

Sources & evidence

ORD record: ord-fd3b8e817d02430595f2fc2da2ddf232
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06124323

Reaction notes

Loading…