HCID 19986091, compound → HCID 54314252, compound

HRID 974690Notes

Reaction equation

HRID 974690 reaction equation
[C:1]1([C:7]2[O:11][N:10]=[C:9]([O:12][CH:13]([C:19](OCC)=[O:20])[C:14](OCC)=[O:15])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[C:1]1([C:7]2[O:11][N:10]=[C:9]([O:12][CH:13]([CH2:14][OH:15])[CH2:19][OH:20])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 19986091HCID 19986091, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 54314252HCID 54314252, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 9.118 g of diethyl 2-(5-phenyl-3-isoxazolyloxy)malonate (prepared as described in Preparation 22) in 50 ml of tetrahydrofuran wa added dropwise to a suspension of 4.33 g of lithium aluminum hydride in 50 ml of tetrahydrofuran, whilst ice-cooling. The reaction mixture was then heated under reflux for 5 hours, after which it was worked-up in a similar manner to that described in Preparation 20, to afford 4.394 g if the title compound as white crystals, melting at 117°-119° C. (from a mixture of methanol and methylene chloride).

Workup

  1. temperaturecooling
  2. temperatureThe reaction mixture was then heated
  3. temperatureunder reflux for 5 hours
  4. customdescribed in Preparation 20

Sources & evidence

ORD record
ord-01d49107cf05437696926b7e71cb3e69
Source dataset
uspto-grants-1991_11
Patent number
US05068340

Reaction notes

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