Hydrochloric Acid → HCID 11074809, compound

HRID 2301080Notes

Reaction equation

HRID 2301080 reaction equation
Cl.C(OC([N:9]1[CH2:21][CH2:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH2:22][O:23][CH3:24])[C:11]=2[CH2:10]1)=O)(C)(C)C.[OH-].[Na+]>CO>[CH3:24][O:23][CH2:22][N:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:19]2[CH2:20][CH2:21][NH:9][CH2:10][C:11]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10958059HCID 10958059, compound

Product 1

HCID 11074809HCID 11074809, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1.8 ml portion of 5 N hydrochloric acid was added to 9 ml of methanol solution containing 395 mg (1.25 mmol) of 2-t-butoxycarbonyl-9-methoxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and allowed to stand at room temperature for 3 days. This was adjusted to pH 8 with 5 N sodium hydroxide solution. Methanol was removed by evaporation under a reduced pressure and the resulting residue was extracted with chloroform. The extract was washed with water, dried (Na2SO4) and then concentrated under a reduced pressure to obtain 9-methoxymethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole quantitatively.

Workup

  1. customMethanol was removed by evaporation under a reduced pressure
  2. extractionthe resulting residue was extracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-f33e5ce1f284428b9794d2dce507dee0
Source dataset
uspto-grants-2002_12
Patent number
US06498251B1

Reaction notes

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