Aluminium lithium hydride → HCID 19366834, compound

HRID 849545Notes

Reaction equation

HRID 849545 reaction equation
Cl.C[O:3][C:4](=O)[CH:5]([CH2:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)(=[O:10])=[O:9])[NH2:6].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:18][O:17][C:14]1[CH:15]=[CH:16][C:11]([S:8]([CH2:7][CH:5]([CH2:4][OH:3])[NH2:6])(=[O:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 70021916HCID 70021916, compound

Product 1

HCID 19366834HCID 19366834, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Part C: To an ice cooled, stirred solution of (6.2 g, 20 mmol) of β-(4-methoxyphenylsulfonyl)-D,L-alanine methyl ester hydrochloride in tetrahydrofuran under nitrogen was added dropwise, (20 mL, 20 mmol) of lithium aluminum hydride in tetrahydrofuran. After 2 hours the ice cooled solution was carefully quenched by the addition of 5 mL of 10% sodium hydroxide and the resulting suspension was filtered through CELITE®. The filtrate was dried over magnesium sulfate filtered and concentrated to yield 2.7 grams of β-(4-methoxyphenyl-sulfonyl)-D,L-alaninol.

Workup

  1. additionwas added dropwise
  2. customAfter 2 hours the ice cooled solution was carefully quenched by the addition of 5 mL of 10% sodium hydroxide
  3. filtrationthe resulting suspension was filtered through CELITE®
  4. dry with materialThe filtrate was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-2963731a06614040aeaa468fa79ac09f
Source dataset
uspto-grants-2000_01
Patent number
US06013649

Reaction notes

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