Sodium sulfate decahydrate → HCID 58081161, compound

HRID 928455Notes

Reaction equation

HRID 928455 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([C:12](OC)=[O:13])=[CH:7][CH:6]=2.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([CH2:12][OH:13])=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 62649Sodium sulfate decahydrateHCID 58081328HCID 58081328, compound

Product 1

HCID 58081161HCID 58081161, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of Methyl 3-chloroquinoline-6-carboxylate (145 mg, 0.654 mmol) in THF (6 ml) Lithiumaluminium hydride 1M in THF (0.654 ml, 0.654 mmol) was added slowly at rt. The reaction was stirred for 2 h at rt. Sodium sulfate decahydrate was added to the reaction mixture to destroy the excess of Lithiumaluminium hydride. After 1 h, methanol was added and the fine suspension was filtered off. The filtrate was concentrated under vacuum, to afford crude (3-chloroquinolin-6-yl)methanol. MS (Method V) [M+H]+=194.2.

Workup

  1. customto destroy the excess of Lithiumaluminium hydride
  2. waitAfter 1 h
  3. additionmethanol was added
  4. filtrationthe fine suspension was filtered off
  5. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-8c479474b7a4452ba43e558d7549a50a
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

Loading…