Water → HCID 57617549, compound

HRID 574962Notes

Reaction equation

HRID 574962 reaction equation
[CH2:1]([O:3][C:4]1([O:15][CH2:16][CH3:17])[CH2:9][CH2:8][CH:7]([C:10](OCC)=[O:11])[CH2:6][CH2:5]1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH2:16]([O:15][C:4]1([O:3][CH2:1][CH3:2])[CH2:5][CH2:6][CH:7]([CH2:10][OH:11])[CH2:8][CH2:9]1)[CH3:17]

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 24797181HCID 24797181, compound

Product 1

HCID 57617549HCID 57617549, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Ethyl 4,4-diethoxycyclohexanecarboxylate (6.67 g) synthesized according to a literature procedure (European Journal of Organic Chemistry, 2008, 5, 895) in tetrahydrofuran (60 mL) was treated with 2 M lithium aluminum hydride in tetrahydrofuran (14.5 mL) at 0° C. for 1 hour. Water (3 mL) was slowly added to quench the reaction. The precipitates were filtered off and washed with ethyl acetate. The filtrate was dried over Na2SO4, filtered, and concentrated to provide the title compound.

Workup

  1. customto quench
  2. customthe reaction
  3. filtrationThe precipitates were filtered off
  4. washwashed with ethyl acetate
  5. dry with materialThe filtrate was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-817c4a86695b439ca01a2f55dfc78131
Source dataset
uspto-grants-2015_05
Patent number
US09034875B2

Reaction notes

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