Water → HCID 53804542, compound

HRID 2296352Notes

Reaction equation

HRID 2296352 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH:2]1[CH:10]([CH3:14])C(O)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C[CH2:23][O:24]CC>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH:2]1[CH2:10][CH2:14][CH2:23][OH:24]

Participants

5

Reactant 4

HCID 962WaterHCID 3283Diethyl Ether2×HCID 21226445Aluminium lithium hydrideHCID 22118693HCID 22118693, compound

Product 1

HCID 53804542HCID 53804542, compound

Procedure

2-(2,3-Dihydrobenzofuranyl)-propanoic acid (10 g) was dissolved in ether (60 mls) added dropwise to a stirred suspension of lithium aluminum hydride (2.0 g) in ether (90 mls). The reaction temperature was maintained below 30° C. whilst under an atmosphere of nitrogen. After 3 hours water was added to destroy excess hydride. The mixture was filtered and the ether layer separated and dried over anhydrous magnesium sulphate. Removal of solvent gave an oil (8.0 g). M/e 178.0984 NMR (CDCl3) (60 MHz) δ1.65 (4H, m); 2.30-3.30 (2H, m); 3.50 (2H, t, J=6 Hz); 3.90 (1H, s), 4.65 (1H, m); 6.40-7.20 (4H, m).

Workup

  1. temperatureThe reaction temperature was maintained below 30° C. whilst under an atmosphere of nitrogen
  2. customto destroy excess hydride
  3. filtrationThe mixture was filtered
  4. customthe ether layer separated
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customRemoval of solvent

Sources & evidence

ORD record
ord-fa6ae5ecb37e423bbf6721a32add8cb1
Source dataset
uspto-grants-1984_01
Patent number
US04428940

Reaction notes

Loading…