Water → HCID 178481021, compound

HRID 1672131Notes

Reaction equation

HRID 1672131 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][CH2:9][C:10]([N:12]([CH2:14][CH:15](OC)OC)[CH3:13])=[O:11])[CH2:4][CH2:3]1.O.CS(O)(=O)=O.[OH-].[Na+]>[Pt].CO>[OH:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([N:8]2[CH2:15][CH2:14][N:12]([CH3:13])[C:10](=[O:11])[CH2:9]2)[CH2:6][CH2:7]1

Participants

7

Reactant 4

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 178495939HCID 178495939, compound

Product 1

HCID 178481021HCID 178481021, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

10.0 g (trans)-1-hydroxy-4-{[N-(2,2-dimethoxy-ethyl)-N-methyl-amino]-carbonylmethylamino}-cyclohexane are hydrogenated in a solution of 60 ml of water, 140 ml of methanol and 10.5 g methanesulphonic acid with 3.25 g platinum on charcoal (5% Pt) for 24 hours at 50° C. The solution is made alkaline with 50% sodium hydroxide solution and evaporated down. The residue is extracted with dichloromethane. The organic phase is dried on magnesium sulphate and evaporated down.

Workup

  1. customevaporated down
  2. extractionThe residue is extracted with dichloromethane
  3. customThe organic phase is dried on magnesium sulphate
  4. customevaporated down

Sources & evidence

ORD record
ord-ddef0f91a4404a17b334f0a78aab89cf
Source dataset
uspto-grants-2011_08
Patent number
US07998949B2

Reaction notes

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