Sodium Sulfate → HCID 59401675, compound

HRID 2387926Notes

Reaction equation

HRID 2387926 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([NH:13][C:14]2([C:18](OC)=[O:19])[CH2:17][CH2:16][CH2:15]2)(=[O:12])=[O:11])=[C:5]([CH3:22])[CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[O-]S([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:19][CH2:18][C:14]1([NH:13][S:10]([C:6]2[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH3:22])(=[O:12])=[O:11])[CH2:15][CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 67367499HCID 67367499, compound

Product 1

HCID 59401675HCID 59401675, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
25 °C

Procedure

Methyl 1-(4-methoxy-2,6-dimethylphenylsulfonamido)cyclobutanecarboxylate (4.58 mmol, 1.0 equiv.) was dissolved in THF p.a. (40 ml) and slowly added dropwise, under nitrogen, at 0° C., to a suspension of LiAlH4 (11.4 mmol, 2.5 equiv.) in THF p.a. (20 ml). The reaction mixture was stirred for 1 hour at 25° C., then saturated Na2SO4 solution was added and the mixture was filtered off over Celite. The filtrate was concentrated and the desired product was precipitated in the form of a white solid from hexane. Yield: 92%

Workup

  1. filtrationthe mixture was filtered off over Celite
  2. concentrationThe filtrate was concentrated
  3. customthe desired product was precipitated in the form of a white solid from hexane

Sources & evidence

ORD record
ord-43a0fe7f2b9b4bc9a5e740e0ce8c90f9
Source dataset
uspto-grants-2012_09
Patent number
US08269000B2

Reaction notes

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