Sodium sulfate decahydrate → HCID 58081233, compound

HRID 928449Notes

Reaction equation

HRID 928449 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11](OC)=[O:12])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:15].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][OH:12])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:15]

Participants

4

Reactant 2

HCID 62649Sodium sulfate decahydrateHCID 66723602HCID 66723602, compound

Product 1

HCID 58081233HCID 58081233, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 1,2-Dimethyl-1H-indole-5-carboxylate (crude, 1.14 mg, 5.31 mmol) in THF (54 ml) Lithiumaluminium hydride (1 M in THF, 5.31 ml) was added at 0° C. The reaction mixture was stirred at rt for 2 hours. Sodium sulfate decahydrate was added to the reaction mixture to destroy the excess of Lithiumaluminium hydride. After 1 hour, methanol was added and the fine suspension was filtered off. The filtrate was concentrated under vacuum to afford crude (1,2-Dimethyl-1H-indol-5-yl)methanol. MS (Method V) [M+H]+=176.3.

Workup

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

Sources & evidence

ORD record
ord-dd5109f531f54d2d999f373c3e20be14
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

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