Water → HCID 58239621, compound

HRID 1877709Notes

Reaction equation

HRID 1877709 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][C:29](O)=[O:30])[CH:22]=2)[CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O.S(=O)(=O)(O)O>C1COCC1>[CH2:7]([O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][CH2:28][CH2:29][OH:30])[CH:22]=2)[CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 21226445Aluminium lithium hydrideHCID 58239597HCID 58239597, compound

Product 1

HCID 58239621HCID 58239621, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.1 g (29 mmol) of lithium aluminium hydride are initially introduced in 50 ml of THF, and a solution of 8.0 g (24.1 mmol) of 3-(3′-benzyloxy-biphenyl-3-yl)propionic acid in 50 ml of THF is added. The batch is stirred at room temp. for 1 h, heated under reflux for 1 h, added to water and acidified using dil. sulfuric acid. The aqueous phase is separated off and extracted with MTB ether. The combined org. phases are washed with water and sat. sodium chloride soln. and dried over sodium sulfate. The solvent is removed in vacuo, and the residue is employed in the next step without further purification.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 h
  3. customThe aqueous phase is separated off
  4. extractionextracted with MTB ether
  5. washphases are washed with water and sat. sodium chloride soln
  6. dry with materialand dried over sodium sulfate
  7. customThe solvent is removed in vacuo
  8. customthe residue is employed in the next step without further purification

Sources & evidence

ORD record
ord-9c94975871dc4f3986e7178f6f72d3c6
Source dataset
uspto-grants-2012_11
Patent number
US08313669B2

Reaction notes

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