Aluminium lithium hydride → HCID 68508294, compound

HRID 1808342Notes

Reaction equation

HRID 1808342 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][C:17]([C:23](OC)=[O:24])=[CH:18][CH:19]=3)[CH2:14]2)(=[O:12])=[O:11])=[C:5]([CH3:27])[CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1.O>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:22][CH2:21][C:20]3[C:15](=[CH:16][C:17]([CH2:23][OH:24])=[CH:18][CH:19]=3)[CH2:14]2)(=[O:11])=[O:12])=[C:5]([CH3:27])[CH:4]=1

Participants

5

Reactant 3

HCID 21226445Aluminium lithium hydrideHCID 21881883Oxolane--water (1/1)HCID 59483825HCID 59483825, compound

Product 1

HCID 68508294HCID 68508294, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of methyl 2-(4-methoxy-2,6-dimethylphenylsulfonyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate (3.85 mmol, 1 equiv.) in THF (10 ml) was added dropwise to a cold suspension of LAH (7.7 mmol, 2 equiv.) in THF (30 ml), and the resulting mixture was stirred for 1 h. THF/water was added to the reaction mixture, and filtration over Celite was carried out. The filtrate was concentrated and the yellow oil so obtained was used in the following stage without further purification.

Workup

  1. concentrationThe filtrate was concentrated
  2. customthe yellow oil so obtained
  3. customwas used in the following stage without further purification

Sources & evidence

ORD record
ord-d90eb2c56f0b4a1585dd3219aa0b89d5
Source dataset
uspto-grants-2013_01
Patent number
US08357717B2

Reaction notes

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