Sodium Hydroxide → HCID 21950154, compound

HRID 1696701Notes

Reaction equation

HRID 1696701 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].CN(C)C(=S)[S:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:12]=1[OH:19].[OH-].[Na+]>C1COCC1>[SH:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:12]=1[OH:19]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86643129HCID 86643129, compound

Product 1

HCID 21950154HCID 21950154, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

With cooling with ice, lithium aluminium hydride (11.9 g, 288 mmol) was added to a THF (300 mL) solution of the compound (46.65 g, 192 mmol) synthesized in the above (3). After stirred at room temperature for 3 hours, 4 N NaOH was added, and filtered. The filtrate was concentrated and distilled under reduced pressure to obtain the intended compound (24.11 g, 80%) as a pale yellow oil.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-7030c1a73ef74ce7beb8ae7c98cfc3cf
Source dataset
uspto-grants-2012_04
Patent number
US08163770B2

Reaction notes

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