Hydrochloric Acid → HCID 68137572, compound

HRID 1731097Notes

Reaction equation

HRID 1731097 reaction equation
CO.C([O:10][C:11]1[CH:30]=[CH:29][C:14]([CH:15]([OH:28])[CH2:16][N:17](CC2C=CC=CC=2)[CH:18]([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:31][C:32](=[O:42])[CH2:33][O:34]CC1C=CC=CC=1)C1C=CC=CC=1.[ClH:43]>C(O)C.[C].[Pd]>[ClH:43].[OH:10][C:11]1[CH:30]=[CH:29][C:14]([CH:15]([OH:28])[CH2:16][NH:17][CH:18]([CH3:20])[CH3:19])=[CH:13][C:12]=1[NH:31][C:32](=[O:42])[CH2:33][OH:34]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 13043273HCID 13043273, compound

Product 1

HCID 68137572HCID 68137572, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In 100 ml. of methanol there was dissolved 2.3 g. of 4-benzyloxy-3-benzyloxyacetylamino-α-(N-benzyl-N-isopropylaminomethyl)benzyl alcohol and after adding to the solution 4.3 ml. of 1N hydrogen chloride in ethanol solution and then 0.3 g. of 10% palladium carbon, the catalytic reduction was conducted at normal temperature and pressure. When 300 ml. of hydrogen was absorbed, the reaction was stopped. Thereafter, the catalyst was filtered off and then the solvent was distilled off under reduced pressure to provide a white crystalline material. By crystallizing the crystals from methanol-n-hexane, 600 mg. of 4-hydroxy-3-hydroxyacetylamino-α-(isopropylaminomethyl)benzyl alcohol hydrochloride melting at 188°-190° C was obtained.

Workup

  1. customof hydrogen was absorbed
  2. filtrationThereafter, the catalyst was filtered off
  3. distillationthe solvent was distilled off under reduced pressure
  4. customto provide a white crystalline material
  5. customBy crystallizing the crystals from methanol-n-hexane, 600 mg

Sources & evidence

ORD record
ord-9367a4f2a51142a09b3adea894fc1d97
Source dataset
uspto-grants-1976_11
Patent number
US03994974

Reaction notes

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