Sodium Sulfate → HCID 82281901, compound

HRID 1477592Notes

Reaction equation

HRID 1477592 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][CH:7]2[CH2:12][NH:11][C:10](=O)[CH2:9][O:8]2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[F:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][CH:7]2[O:8][CH2:9][CH2:10][NH:11][CH2:12]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydride2×HCID 117159185HCID 117159185, compound

Product 1

HCID 82281901HCID 82281901, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a tetrahydrofuran solution (4 mL) of 6-(4-fluorobenzyl)morpholin-3-one (100 mg, 0.48 mmol) synthesized in Reference Synthesis Example 43, lithium aluminum hydride (21.8 mg, 0.57 mmol) was added at 0° C. and the resultant solution was stirred for 4 hours. To the reaction solution, lithium aluminum hydride (20.0 mg) was added and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, saturated sodium sulfate aqueous solution was added to the reaction solution at 0° C. and the resultant mixture was stirred at room temperature for 20 minutes. The reaction solution was dried over added anhydrous magnesium sulfate and concentrated under reduced pressure to obtain a crude product (84.9 mg) of the title compound.

Workup

  1. additionwas added at 0° C.
  2. additionwas added to the reaction solution at 0° C.
  3. customThe reaction solution was dried
  4. additionover added anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-064866088a334e9d84079cd0787527be
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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