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Hydrochloric Acid → 7-Fluorosulfonyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

HRID 903571
Notes
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Reaction equation

HRID 903571 reaction equation
FC(F)(F)C([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][C:9]([S:15]([F:18])(=[O:17])=[O:16])=[CH:10][CH:11]=2)[CH2:6]1)=O.[ClH:21]>CC(C)=O>[ClH:21].[F:18][S:15]([C:9]1[CH:8]=[C:7]2[C:12]([CH2:13][CH2:14][NH:5][CH2:6]2)=[CH:11][CH:10]=1)(=[O:16])=[O:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23336562HCID 23336562, compound

Product 1

HCID 233365257-Fluorosulfonyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 5.0 g. (0.06 mole) of 2-trifluoroacetyl-7-fluorosulfonyl-1,2,3,4-tetrahydroisoquinoline and 100 ml. of acetone and 50 ml. of 6 N hydrochloric acid was stirred at room temperature overnight. The solution was concentrated, taken up in water, extracted with chloroform, concentrated and the water azeotropically removed. The resultant solid was recrystallized from methanol to give 7-fluorosulfonyl-1,2,3,4-tetrahydroisoquinoline hydrochloride, m.p. 230°-232° C.

Workup

  1. concentrationThe solution was concentrated
  2. extractionextracted with chloroform
  3. concentrationconcentrated
  4. customthe water azeotropically removed
  5. customThe resultant solid was recrystallized from methanol

Sources & evidence

ORD record
ord-c017c1a3a71e4b15b3a92f775cf983fd
Source dataset
uspto-grants-1980_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04228170

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes