Water → HCID 54450288, compound

HRID 1756759Notes

Reaction equation

HRID 1756759 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]1[O:15][C:14]2[C:9](=[C:10]([CH:16]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:17](O)=[O:18])[CH:11]=[CH:12][CH:13]=2)[O:8]1.O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[CH2:7]1[O:15][C:14]2[C:9](=[C:10]([CH:16]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][OH:18])[CH:11]=[CH:12][CH:13]=2)[O:8]1

Participants

7

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 10354725HCID 10354725, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 54450288HCID 54450288, compoundYield 98.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 1.26 g (33 mmol) of lithium aluminum hydride (LiAlH4) in 50 ml of tetrahydrofuran (THF) was dropwise added 5.01 g (20 mmol) of 2-(2, 3-methylenedioxyphenyl)heptanoic acid under water cooling. The reaction mixture was stirred at room temperature for 3 hours, and 1.26 ml of water, 1.26 ml of 15% aqueous sodium hydroxide and 3.78 ml of water were added in this order. After 50 ml of ethyl ether was added, the mixture was stirred, and precipitated white solid was filtered off. The filtrate was concentrated in vacuo to give 4.65 g of 2-(2, 3-methylenedioxyphenyl)heptanol as an oil.

Workup

  1. stirringthe mixture was stirred
  2. customprecipitated white solid
  3. filtrationwas filtered off
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1eebf7cfdb5745c9a40d6859aa2ff01f
Source dataset
uspto-grants-1995_08
Patent number
US05442060

Reaction notes

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