Water → HCID 23336557, compound

HRID 903573Notes

Reaction equation

HRID 903573 reaction equation
[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[C:7]([Cl:15])[C:8]([SH:14])=[CH:9][CH:10]=2)[CH2:5]1)(=O)[CH3:2].B#B.O>O1CCCC1>[ClH:15].[Cl:15][C:7]1[C:8]([SH:14])=[CH:9][CH:10]=[C:11]2[C:6]=1[CH2:5][N:4]([CH2:1][CH3:2])[CH2:13][CH2:12]2

Participants

5

Reactant 3

HCID 962WaterHCID 6328200DiboronHCID 23336524HCID 23336524, compound

Product 1

HCID 23336557HCID 23336557, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-Acetyl-8-chloro-7-mercapto-1,2,3,4-tetrahydroisoquinoline (24 g., 0.1 m.) is dissolved in tetrahydrofuran and treated with 300 ml. of 1 M diborane (0.3 m.). The mixture is refluxed, cooled, treated with water and then aqueous hydrochloric acid and evaporated to yield 8-chloro-N-ethyl-7-mercapto-1,2,3,4-tetrahydroisoquinoline hydrochloride.

Workup

  1. additiontreated with 300 ml
  2. temperatureThe mixture is refluxed
  3. temperaturecooled
  4. customaqueous hydrochloric acid and evaporated

Sources & evidence

ORD record
ord-4d3e7bb86bf848089ba9ae1e04908847
Source dataset
uspto-grants-1980_10
Patent number
US04228170

Reaction notes

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