Hydrochloric Acid → HCID 67721738, compound

HRID 1590847Notes

Reaction equation

HRID 1590847 reaction equation
C([N:4]1[CH2:13][C@@H:12]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([OH:21])[CH:15]=2)[C:11]2[C:6](=[C:7]([OH:23])[C:8]([OH:22])=[CH:9][CH:10]=2)[CH2:5]1)(=[O:3])C.[ClH:24]>C(O)C>[OH2:3].[ClH:24].[OH:22][C:8]1[C:7]([OH:23])=[C:6]2[C:11]([C@@H:12]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([OH:21])[CH:15]=3)[CH2:13][NH:4][CH2:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53981622HCID 53981622, compound

Product 1

HCID 67721738HCID 67721738, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(i) to 1.15 g of (R)-(-)-N-acetyl-7,8-dihydroxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline 1/4 hydrate were added 9 ml of 3N hydrochloric acid and 9 ml of ethanol, and the mixture was heated under an argon gas stream for 24 hours. After the reaction solution was cooled, the crystals which separated out were collected by filtration, affording 1.09 g of (R)-(+)-7,8-dihydroxy-4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride monohydrate. [α]D20 =+15° (C=1, CH3OH)

Workup

  1. temperaturethe mixture was heated under an argon gas stream for 24 hours
  2. temperatureAfter the reaction solution was cooled
  3. customthe crystals which separated out
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-61e3bbd2da9847ccb802d55c0ec958f5
Source dataset
uspto-grants-1993_04
Patent number
US05204468

Reaction notes

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