Hydrochloric Acid → HCID 22478415, compound

HRID 361356Notes

Reaction equation

HRID 361356 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=O.Cl>C1COCC1>[O:18]1[CH2:19][CH2:20][N:15]([CH2:13][CH2:12][C:8]2[S:7][CH:11]=[CH:10][CH:9]=2)[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 531781Morpholine, 4-(2-thienylacetyl)-HCID 21226445Aluminium lithium hydride

Product 1

HCID 22478415HCID 22478415, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminium hydride (1M in diethyl ether, 28.3 ml) was added slowly to a stirred solution of N-[2-(2-thienyl)acetyl]morpholine (3 g) in THF (100 ml). The resultant mixture was heated to 45° C. for 30 minutes. A 2M aqueous hydrochloric acid solution was added dropwise to destroy the excess of reducing agent and the mixture was partitioned between methylene chloride and a 2M aqueous sodium hydroxide solution. The organic phase was washed with brine, dried (MgSO4) and evaporated to give 2-(2-morpholinoethyl) -thiophene (1.7 g).

Workup

  1. customto destroy the excess
  2. customthe mixture was partitioned between methylene chloride
  3. washThe organic phase was washed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-d28d9d70edfa4eaeb5fcc91e4902b80c
Source dataset
uspto-grants-1999_02
Patent number
US05866572

Reaction notes

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