Hydrochloric Acid → HCID 19959717, compound

HRID 54676Notes

Reaction equation

HRID 54676 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 2M 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-c021811bd7fd4309991c88db27b5ff40
Source dataset
uspto-grants-1997_04
Patent number
US05623074

Reaction notes

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