Diethyl Ether → HCID 14698589, compound

HRID 846214Notes

Reaction equation

HRID 846214 reaction equation
[CH3:1][C:2]([C:5]1[CH:26]=[CH:25][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20](OCC)=[O:21])=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].C(OCC)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O>[CH3:4][C:2]([C:5]1[CH:26]=[CH:25][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][OH:21])=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:1])[CH3:3]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14698592HCID 14698592, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14698589HCID 14698589, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.2 g. (6.2 mMol) of the compound prepared in Example 31 in 50 ml. dry diethyl ether are heated with 1 g. lithium aluminium hydride, subsequently poured into water and a little 10% sulphuric acid, extracted with diethyl ether, dried over anhydrous sodium sulphate, filtered and the solvent removed in a vacuum. The residue is then recrystallised from toluene to give the title compound in a yield of 25% of theory; m.p. 136°-142° C.

Workup

  1. extractiona little 10% sulphuric acid, extracted with diethyl ether
  2. dry with materialdried over anhydrous sodium sulphate
  3. filtrationfiltered
  4. customthe solvent removed in a vacuum
  5. customThe residue is then recrystallised from toluene

Sources & evidence

ORD record
ord-bf293de67bf54b31a40e8ad1aeafe602
Source dataset
uspto-grants-1992_08
Patent number
US05135949

Reaction notes

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