8-Methyl-8-azabicyclo(3.2.1)octan-3-ol → HCID 70276397, compound

HRID 1955270Notes

Reaction equation

HRID 1955270 reaction equation
[C:1]1([C:7]2([C:11]([Cl:13])=[O:12])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][N:15]1[CH:19]2[CH2:20][CH:21]([OH:23])[CH2:22][CH:16]1[CH2:17][CH2:18]2>>[ClH:13].[C:1]1([C:7]2([C:11]([O:23][CH:21]3[CH2:22][C@H:16]4[N:15]([CH3:14])[C@H:19]([CH2:18][CH2:17]4)[CH2:20]3)=[O:12])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 84248-Methyl-8-azabicyclo(3.2.1)octan-3-olHCID 232948921-Phenylcyclobutanecarbonyl chloride

Product 1

HCID 70276397HCID 70276397, compound

Procedure

The title compound was prepared in an analogous manner to that in Example 36 by reacting 1-phenylcyclobutanecarbonyl chloride with tropine at 80° C. for 22 h. The yield was 0.5 g (28%); mp 181-183° C.; 1H NMR (D2O) δ 1.78 (q, 2H), 1.96 (m, 1H), 2.04 (d, 2H), 2.13 (m, 3H), 2.38 (m, 2H), 2.64 (m, 2H), 2.77 (s, 3H), 2.87 (m, 2H), 3.82 (m, 2H), 5.07 (t, 1H), 7.42 (m, 1H), 7.47 (m, 2H), 7.52 (m, 2H). Anal. (C19H25NO2.HCl) C, H, N.

Workup

  1. customat 80° C.
  2. customfor 22 h

Sources & evidence

ORD record
ord-0bb4e13407cb4503ade38213ed940288
Source dataset
uspto-grants-2000_09
Patent number
US06124354

Reaction notes

Loading…