Aluminium lithium hydride → HCID 53730013, compound

HRID 1456576Notes

Reaction equation

HRID 1456576 reaction equation
C(O[C:4]([N:6]1[CH2:10][C@H:9]([OH:11])[CH2:8][C@H:7]1[CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:16]=1[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:11][C@H:9]1[CH2:10][N:6]([CH3:4])[C@H:7]([CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:16]=2[CH2:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:8]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54078194HCID 54078194, compound

Product 1

HCID 53730013HCID 53730013, compoundYield 37.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

448 mg of (2R,4R)-1-ethoxycarbonyl-4-hydroxy-2-{2-[4-methoxy-2-(2-phenylethyl)phenoxy]ethyl}pyrrolidine [prepared as described in step (a) above], 10 ml of tetrahydrofuran and 120 mg of lithium aluminum hydride were allowed to react together and subsequently treated in the same manner as described in step (b) of Example 1. The concentrated substance thus obtained was purified by silica gel column chromatography, using a 5:1 by volume mixture of methylene chloride and methanol as the eluent, to give 144 mg (yield 37%) of the title compound as a colorless solid substance.

Workup

  1. customto react together
  2. additionsubsequently treated in the same manner
  3. customThe concentrated substance thus obtained
  4. customwas purified by silica gel column chromatography
  5. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-0d787b48d1e4480388536476be1374f3
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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