Ethyl 3-(pyridin-3-yl)butanoate → HCID 23506282, compound

HRID 1186397Notes

Reaction equation

HRID 1186397 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]([CH3:20])[CH2:14][C:15](OCC)=[O:16])[CH:8]=1>O1CCCC1>[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH:13]([CH3:20])[CH2:14][CH2:15][OH:16])[CH:8]=1

Participants

4

Reactant 2

HCID 12727116Ethyl 3-(pyridin-3-yl)butanoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 23506282HCID 23506282, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

According to Step 3 of Reference Example 8-65, by use of lithium aluminum hydride (75 mg, 2.0 mmol), tetrahydrofuran (10 mL) and a solution prepared by dissolving, in tetrahydrofuran (5 mL), ethyl 3-(pyridin-3-yl)butanoate (339 mg, 2.0 mmol) obtained in Step 2 of Reference Example 8-66, the mixture was stirred and reacted under cooling in an ice bath for 1 hour. Thus, 3-(pyridin-3-yl)butan-1-ol (Compound EN) (153 mg, yield: 99%) was obtained.

Workup

  1. customa solution prepared
  2. customreacted
  3. temperatureunder cooling in an ice bath for 1 hour

Sources & evidence

ORD record
ord-861e4c28c26c4186925a005392214056
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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