Aluminium lithium hydride → HCID 54016414, compound

HRID 1901177Notes

Reaction equation

HRID 1901177 reaction equation
C[O:2][C:3]([C:5]1[CH:25]=[C:24]([C:26](OC)=[O:27])[CH:23]=[CH:22][C:6]=1[O:7][CH2:8][CH:9]([NH:11][CH2:12][CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=1)[OH:14])[CH3:10])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:2][CH2:3][C:5]1[CH:25]=[C:24]([CH2:26][OH:27])[CH:23]=[CH:22][C:6]=1[O:7][CH2:8][CH:9]([NH:11][CH2:12][CH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=1)[OH:14])[CH3:10]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21832153HCID 21832153, compound

Product 1

HCID 54016414HCID 54016414, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following a procedure similar to that described in Example 1, but using 1.28 g of 2-{2-[2,4-bis(methoxycarbonyl)phenoxy]-1-methylethyl}amino-1-(3-chlorophenyl)ethanol (prepared as described in Preparation 33), 0.463 g of lithium aluminum hydride and 70 ml of dry tetrahydrofuran, and then purifying the reaction product by column chromatography through silica gel, using a 4:1 by volume mixture of ethyl acetate and ethanol as the eluent, 0.78 g of the title compound was obtained having an Rf=0.34 (thin layer chromatography over silica gel, using a 4:1 by volume mixture of ethyl acetate and ethanol as the developing solvent).

Workup

  1. custompurifying the reaction product by column chromatography through silica gel
  2. additionby volume mixture of ethyl acetate and ethanol as the eluent

Sources & evidence

ORD record
ord-9862ed749b544a2a92adb0a1c3a8f9d5
Source dataset
uspto-grants-1996_11
Patent number
US05576340

Reaction notes

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