Hydrochloric Acid → HCID 19959717, compound

HRID 1590833Notes

Reaction equation

HRID 1590833 reaction equation
C([N:8]1[CH2:17][CH:16]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([OH:25])[CH:19]=2)[C:15]2[C:10](=[C:11]([NH:27][CH:28]=[O:29])[C:12]([OH:26])=[CH:13][CH:14]=2)[CH2:9]1)C1C=CC=CC=1.[ClH:30]>C(O)C>[ClH:30].[OH:25][C:20]1[CH:19]=[C:18]([CH:16]2[C:15]3[C:10](=[C:11]([NH:27][CH:28]=[O:29])[C:12]([OH:26])=[CH:13][CH:14]=3)[CH2:9][NH:8][CH2:17]2)[CH:23]=[CH:22][C:21]=1[OH:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 199597152-Benzyl-4-(3,4-dihydroxyphenyl)-8-formamido-7-hydroxy-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 19959717HCID 19959717, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

450 mg of 2-benzyl-4-(3,4-dihydroxyphenyl)-8-formamido-7-hydroxy-1,2,3,4-tetrahydroisoquinoline was dissolved in 9 ml of ethanol, and after adding thereto 0.86 ml of 2N hydrochloric acid 0.05 g of 10% paradium-carbon, hydrogenation reaction was performed at room temperature. The hydrogenation reaction was over, the reaction mixture was filtered, and concentrated. The residue was changed to precipitates with treatment of isopropyl alcohol and acetonitrile, and the precipitates was collected by filtration, affording 320 mg of 4-(3,4-dihydroxyphenyl)-8-formamido-7-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrochloride.

Workup

  1. additionafter adding
  2. customwas performed at room temperature
  3. customThe hydrogenation reaction
  4. filtrationwas filtered
  5. concentrationconcentrated
  6. customto precipitates with treatment of isopropyl alcohol and acetonitrile
  7. filtrationthe precipitates was collected by filtration

Sources & evidence

ORD record
ord-6501062a217d4244a0d34054dcd0168e
Source dataset
uspto-grants-1993_04
Patent number
US05204468

Reaction notes

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