Ethyl Acetate → HCID 178432216, compound

HRID 1253209Notes

Reaction equation

HRID 1253209 reaction equation
[CH3:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([C:11](OC)=[O:12])=[CH:10][C:4]=2[N:3]=1.CC(C[AlH]CC(C)C)C.C(OCC)(=O)C>C1COCC1>[CH3:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][OH:12])=[CH:10][C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 14487Diisobutylaluminum hydrideHCID 178497362HCID 178497362, compound

Product 1

HCID 178432216HCID 178432216, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

27.8 g (10.146 mol) of 18b in 500 ml of THF are treated with 365.4 ml (0.438 mol) of DIBAL (20% strength solution in toluene) at -70° C. overnight in analogy to Example 1a. The crude product is vigorously stirred in boiling ethyl acetate and, after cooling to 20° C., the remaining material is filtered off with suction.

Workup

  1. filtrationthe remaining material is filtered off with suction

Sources & evidence

ORD record
ord-e2bc5a807c2644bfada20420d8366a42
Source dataset
uspto-grants-1988_05
Patent number
US04748163

Reaction notes

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