Acetic Acid → HCID 18694315, compound

HRID 1870871Notes

Reaction equation

HRID 1870871 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[CH2:14][CH:13]3[N:15]([CH3:16])[CH:10]([CH2:11][CH2:12]3)[CH2:9]2)=[CH:4][CH:3]=1.C(O)(=O)C.Cl.[C:23]([OH:29])(=[O:28])[CH2:24][C:25]([OH:27])=[O:26]>C(O)(C)C>[C:23]([OH:29])(=[O:28])[CH2:24][C:25]([OH:27])=[O:26].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:9][CH:10]3[N:15]([CH3:16])[CH:13]([CH2:12][CH2:11]3)[CH:14]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 15205888HCID 15205888, compound

Product 1

HCID 18694315HCID 18694315, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The title compound was prepared from 3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol (4.7 g, 20 mmol), glacial acetic acid (20 mL) and concentrated hydrochloric acid (20 mL). The free base of the title compound was dissolved in isopropanol and malonic acid (1.7 g, 16.3 mmol) was added, after a while the title compound precipitated as powder and was isolated by filtration. Yield 4.6 g (72%), m.p. 122.2-123° C.

Workup

  1. customafter a while the title compound precipitated as powder
  2. customwas isolated by filtration

Sources & evidence

ORD record
ord-d77bff908a83437a835aebc9ed41d2ee
Source dataset
uspto-grants-2000_08
Patent number
US06100275

Reaction notes

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