Aluminium lithium hydride → HCID 54239579, compound

HRID 1456585Notes

Reaction equation

HRID 1456585 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[C:6]([CH:32]=1)[O:7][CH2:8][CH2:9][C@@H:10]1[CH2:14][C@@H:13]([O:15]C(=O)N(C)C)[CH2:12][N:11]1[C:21](OCCCCCCCC)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:33][CH2:34][C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)=[C:6]([CH:32]=1)[O:7][CH2:8][CH2:9][C@@H:10]1[CH2:14][C@@H:13]([OH:15])[CH2:12][N:11]1[CH3:21]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 53949785HCID 53949785, compound

Product 1

HCID 54239579HCID 54239579, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1380 mg of (2R,4R)-2-{2-[5-chloro-2-(2-phenylethyl)phenoxy]ethyl}-4-dimethylcarbamoyloxy-1-octyloxycarbonylpyrrolidine [prepared as described in step (a) above], 20 ml of tetrahydrofuran and 450 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 256 mg (yield 30%) 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-25f04551728b4c7f8247ab5b30c23bd6
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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