Hydrochloric Acid → HCID 19040154, compound

HRID 232552Notes

Reaction equation

HRID 232552 reaction equation
[C:1]([CH:5]1[CH2:17][CH2:16][C:8]2([O:12][CH2:11][C:10]([OH:15])([C:13]#[N:14])[CH2:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].Cl.[H][H].C([O-])(O)=O.[Na+]>CO>[C:1]([CH:5]1[CH2:17][CH2:16][C:8]2([O:12][CH2:11][C:10]([CH2:13][NH2:14])([OH:15])[CH2:9]2)[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 19040167HCID 19040167, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19040154HCID 19040154, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8-t-Butyl-3-hydroxy-3-cyano-1-oxaspiro(4,5)decane (2.37 g, 10 mmol) in methanol (25 ml), containing conc. hydrochloric acid (1 ml), was hydrogenated on platinum oxide (0.1 g, 40° C./5 bar hydrogen pressure) until the uptake of hydrogen ceased. Saturated NaHCO3 (3 ml) was added and the solvent was evaporated in vacuo. To the residue was added methanol (30 ml) and MgSO4. The mixture was filtrated and the filtrate was evaporated in vacuo to yield a pale greenish solid (2.0 g). The fairly polar compound was not further purified. It was characterised via its N-cyclohexyl derivative.

Workup

  1. customthe solvent was evaporated in vacuo
  2. additionTo the residue was added methanol (30 ml) and MgSO4
  3. filtrationThe mixture was filtrated
  4. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-1c746876fd224647b2aa341238b7a974
Source dataset
uspto-grants-1997_01
Patent number
US05591741

Reaction notes

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