Water → HCID 9834575, compound

HRID 900493Notes

Reaction equation

HRID 900493 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][C@H:11]([O:17]C(=O)C)[C:12]([CH3:16])([CH3:15])[C:13]#[N:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].O>CO>[CH2:1]([O:8][CH2:9][CH2:10][C@H:11]([OH:17])[C:12]([CH3:15])([CH3:16])[C:13]#[N:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 23567926HCID 23567926, compound

Product 1

HCID 9834575HCID 9834575, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

4.8 g (17.5 mmol) of 5-benzyloxy-2,2-dimethyl-3(S)-acetoxy-pentane-nitrile from the second fraction is dissolved in 50 ml of methanol and mixed with 1.4 g (35 mmol) of NaOH. It is stirred for 3 hours at 25° C., added to 200 ml of water, extracted with 2×200 ml of MTB ether, dried on sodium sulfate and concentrated by evaporation.

Workup

  1. extractionextracted with 2×200 ml of MTB ether
  2. customdried on sodium sulfate
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-dee2489921e940c8a2e87c3fdff588a5
Source dataset
uspto-grants-2008_04
Patent number
US07358382B2

Reaction notes

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