Hydrochloric Acid → HCID 67721738, compound

HRID 1768829Notes

Reaction equation

HRID 1768829 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 53981621HCID 53981621, 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 1/4hydrate 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 (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-d9768477b303449d98b5531f995b94af
Source dataset
uspto-grants-1995_01
Patent number
US05378849

Reaction notes

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