Hydrochloric Acid → HCID 67144985, compound

HRID 1750733Notes

Reaction equation

HRID 1750733 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:14](OCC)=[O:15])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>CCOCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH2:14][OH:15])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 67145279HCID 67145279, compound

Product 1

HCID 67144985HCID 67144985, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of Example 8B (1.6 g, 6.38 mmol) in ether (20 mL) was added LiAlH4 (1.2 g, 32 mmol). The mixture was stirred at room temperature for four hours. The mixture was acidified carefully with 5% HCl and extracted with ethyl acetate (100 mL×3) and washed with water, brine and dried over Na2SO4. After evaporation, the crude product was loaded on a column and eluted with 10% ethyl acetate in hexane to give title compound.

Workup

  1. extractionextracted with ethyl acetate (100 mL×3)
  2. washwashed with water, brine
  3. dry with materialdried over Na2SO4
  4. customAfter evaporation
  5. washeluted with 10% ethyl acetate in hexane

Sources & evidence

ORD record
ord-0414c5c9fe2a4d1fb5d2b9f53b52131b
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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