Water → HCID 51033188, compound

HRID 639865Notes

Reaction equation

HRID 639865 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C@:9]23[CH2:15][C@@:14]2([CH2:16][O:17][CH3:18])[CH2:13][NH:12][CH2:11][CH2:10]3)[CH:5]=[CH:6][C:7]=1[Cl:8].O.[P:20](=[O:24])([OH:23])([OH:22])[OH:21]>CC(O)C>[P:20]([OH:24])([OH:23])([OH:22])=[O:21].[Cl:1][C:2]1[CH:3]=[C:4]([C@:9]23[CH2:15][C@@:14]2([CH2:16][O:17][CH3:18])[CH2:13][NH:12][CH2:11][CH2:10]3)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 962WaterHCID 1004Phosphoric AcidHCID 24802841(1R,6S)-1-(3,4-Dichlorophenyl)-6-(methoxymethyl)-4-azabicyclo(4.1.0)heptane

Product 1

HCID 51033188HCID 51033188, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution was prepared with 301.5 mg (1S,6R)-6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane (E2a, oil) and 0.2 mL aqueous isopropylalcohol 5% w/w water (aq. IPA). To this solution 209.6 microL of phosphoric acid (5M in water) was added with stirring. A further 0.1 mL of solvent was added while stirring yielding a slurry. 0.3 mL and then 0.1 mL of solvent were added to give a mobile slurry. (Total aq. IPA added 0.7 mL). The resulting slurry was temperature cycled between 0 and 40° C. for 24 hours. The sample was then filtered and the solid title compound obtained dried under vacuum at 70° C. for 24 hours.

Workup

  1. stirringwhile stirring
  2. customyielding a slurry
  3. customto give a mobile slurry
  4. customtemperature cycled between 0 and 40° C.
  5. customfor 24 hours
  6. filtrationThe sample was then filtered

Sources & evidence

ORD record
ord-7acb57348b6c42f9994d9b5b819de57b
Source dataset
uspto-grants-2010_04
Patent number
US07691893B2

Reaction notes

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