HCID 19019854, compound → HCID 15037103, compound

HRID 488222Notes

Reaction equation

HRID 488222 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([Si:9]([CH2:23][CH3:24])([CH2:21][CH3:22])[C:10]1[O:11][CH:12]=[C:13]([CH2:15][CH2:16][C:17](OC)=[O:18])[CH:14]=1)[CH3:8]>O1CCCC1>[CH2:23]([Si:9]([CH2:7][CH3:8])([CH2:21][CH3:22])[C:10]1[O:11][CH:12]=[C:13]([CH2:15][CH2:16][CH2:17][OH:18])[CH:14]=1)[CH3:24]

Participants

4

Reactant 2

HCID 19019854HCID 19019854, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15037103HCID 15037103, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Lithium aluminium hydride (a 1M solution in tetrahydrofuran; 5.17 ml, 5.17 mmol) was added dropwise to a solution of methyl 3-(2-triethylsilyl-4-furyl)propionate (1.38 g, 5.17 mmol) in tetrahydrofuran (5 ml) at 0 degrees under argon. After 20 minutes, the mixture was quenched with water and extracted with ethyl acetate. Evaporation of the dried (magnesium sulfate) extracts gave the desired alcohol, which was used directly in the next step.

Workup

  1. customthe mixture was quenched with water
  2. extractionextracted with ethyl acetate
  3. customEvaporation of the
  4. dry with materialdried (magnesium sulfate)

Sources & evidence

ORD record
ord-91a362c177f6422bbf486179f1630ae1
Source dataset
uspto-grants-1994_03
Patent number
US05298633

Reaction notes

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