Sodium Hydroxide → [2-(2-Methoxyethyl)tricyclo[3.3.1.13,7]dec-2-yl]methanol

HRID 588681Notes

Reaction equation

HRID 588681 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1([C:15](OC)=[O:16])[CH:12]2[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:14][CH:6]1[CH2:7]3)[CH2:11]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][C:5]1([CH2:15][OH:16])[CH:6]2[CH2:14][CH:10]3[CH2:9][CH:8]([CH2:13][CH:12]1[CH2:11]3)[CH2:7]2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 89498778Methyl 2-(2-methoxyethyl)tricyclo[3.3.1.13,7]decane-2-carboxylate

Product 1

HCID 89498928[2-(2-Methoxyethyl)tricyclo[3.3.1.13,7]dec-2-yl]methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of EXAMPLE 56B (135 mg) in tetrahydrofuran (5 mL) was added dropwise lithium aluminum hydride (0.535 mL) at room temperature. The reaction mixture was stirred for 14 hours and sodium hydroxide (0.324 mL) was carefully added. The reaction mixture was stirred at room temperature for 60 minutes, filtered and concentrated.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 60 minutes
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5ca6dea5eb754d5d824d28de6bf5bfc3
Source dataset
uspto-grants-2016_01
Patent number
US09227963B2

Reaction notes

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