Hydrochloric Acid → HCID 46856191, compound

HRID 639849Notes

Reaction equation

HRID 639849 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][C:9]=2[C:21](OC)=[O:22])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>C(OCC)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][C:9]=2[CH2:21][OH:22])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 46856046HCID 46856046, compound

Product 1

HCID 46856191HCID 46856191, compoundYield 87.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolvent3×

Conditions

Temperature
-20 °C

Procedure

To a stirred solution of 1-(1,1-dimethylethyl) 3-methyl 4-(4-chlorophenyl)-5,6-dihydro-1,3(2H)-pyridinedicarboxylate (P29, 1.85 g) in diethylether (37.04 mL) at −20° C., LiAlH4 1M solution in diethylether (3.68 mL) was added dropwise and the resulting mixture was stirred at −20° C. for 20 min. A solution of HCl 2% in water (4.44 mL), diethylether and water were added and the organic phase was separated, dried over Na2SO4, filtered and evaporated under reduced pressure to obtain the title compound (1.487 g).

Workup

  1. customthe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9eb6d3a4c05748f79421835494990557
Source dataset
uspto-grants-2010_04
Patent number
US07691893B2

Reaction notes

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