Aluminium lithium hydride → HCID 59367771, compound

HRID 1643473Notes

Reaction equation

HRID 1643473 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]2[CH2:19][CH2:20][C:21](OCC)=[O:22])(=[O:12])=[O:11])=[C:5]([CH3:26])[CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.C1COCC1>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:26])[C:6]([S:10]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]2[CH2:19][CH2:20][CH2:21][OH:22])(=[O:11])=[O:12])=[C:7]([CH3:9])[CH:8]=1

Participants

5

Reactant 3

HCID 21226445Aluminium lithium hydrideHCID 21881883Oxolane--water (1/1)HCID 57819729HCID 57819729, compound

Product 1

HCID 59367771HCID 59367771, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of ethyl 3-(1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)propanoate (3.39 mmol. 1 eq) in THF (10 ml) was slowly to a suspension of LAH (7.47 mmol, 2.2 eq) in THF (7.5 ml) at 0° C. and the mixture was stirred for 30 min. The mixture was subsequently warmed to room temperature and stirred for 1 h. A water/THF mixture was then added, the mixture was filtered over Celite and the filtrate was concentrated in vacuo. The crude product (0.88 g) was employed in the following stage without further purification.

Workup

  1. stirringstirred for 1 h
  2. filtrationthe mixture was filtered over Celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe crude product (0.88 g) was employed in the following stage without further purification

Sources & evidence

ORD record
ord-6a0cab8936cd456a90636e84ed30159f
Source dataset
uspto-grants-2012_02
Patent number
US08119805B2

Reaction notes

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