Water → HCID 14514899, compound

HRID 2259779Notes

Reaction equation

HRID 2259779 reaction equation
[CH2:1]([C:8]1[C:9]([CH2:17][C:18](O)=[O:19])=[CH:10][C:11]2[O:15][CH2:14][O:13][C:12]=2[CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH2:1]([C:8]1[C:9]([CH2:17][CH2:18][OH:19])=[CH:10][C:11]2[O:15][CH2:14][O:13][C:12]=2[CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14514898HCID 14514898, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14514899HCID 14514899, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.82 g of (6-benzyl-1,3-benzodioxol-5-yl) acetic acid in 22 ml of anhydrous tetrahydrofuran was dropwise added at 0° C. to a suspension of 0.38 g of lithium aluminum hydride in anhydrous tetrahydrofuran. The obtained mixture was warmed to a room temperature to carry out the reaction for 4 hours, followed by the addition of water. The mixture was filtered to remove the precipitate. The filtrate was concentrated in a vacuum to obtain a yellow oil residue. This residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8) to obtain 1.42 g of the title compound as a colorless crystal.

Workup

  1. customthe reaction for 4 hours
  2. filtrationThe mixture was filtered
  3. customto remove the precipitate
  4. concentrationThe filtrate was concentrated in a vacuum
  5. customto obtain a yellow oil residue
  6. customThis residue was purified by silica gel column chromatography (ethyl acetate/hexane=2:8)

Sources & evidence

ORD record
ord-041e0d8f722e432f80bf99a6140ec94b
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

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