Hydrochloric Acid → HCID 18007936, compound

HRID 429780Notes

Reaction equation

HRID 429780 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[CH:15]=[C:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22](OC)=[O:23])[CH:13]=[CH:12]2)(=[O:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>O1CCCC1>[OH:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][O:17][C:14]1[CH:15]=[C:16]2[C:11]([CH:10]=[CH:9][CH:8]=[C:7]2[CH2:6][CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18007977HCID 18007977, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18007936HCID 18007936, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a 100 ml round-bottomed flask, dissolve the compound obtained in Step A (3.42 g, 10 mmol) in 50 ml of anhydrous tetrahydrofuran. Add lithium aluminium hydride (379.5 mg; 10 mmol) in small portions. Stir at room temperature for 6 hours. Hydrolyse the reaction mixture with 100 ml of an aqueous 1M hydrochloric acid solution. Extract the aqueous phase 3 times with dichloromethane. Dry the organic phase over magnesium sulphate and evaporate under reduced pressure. Use the resulting oil directly in the following Step.

Workup

  1. extractionExtract the aqueous phase 3 times with dichloromethane
  2. dry with materialDry the organic phase over magnesium sulphate
  3. customevaporate under reduced pressure

Sources & evidence

ORD record
ord-94f717e3f07b4a129fa8695f08b90df8
Source dataset
uspto-grants-2001_11
Patent number
US06319930B1

Reaction notes

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