HCID 825289, compound → 1-[(Thiophen-2-yl)methyl]pyrrolidine

HRID 1732893Notes

Reaction equation

HRID 1732893 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:12]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=O>CCOCC>[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[CH2:12][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 825289HCID 825289, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 127880701-[(Thiophen-2-yl)methyl]pyrrolidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Lithium aluminium hydride (9.6 g) was added to N-(2-thienylcarbonyl)pyrrolidine (35.4 g) in ether. After 41/2 hr the reaction was quenched with water and extracted with chloroform. Evaporation of the organic extracts gave an oil which was distilled under reduced pressure (21.5 g) b.p. 60°-70° (10-16 mm). TLC silica/ethyl acetate, methanol, Rf 0.7.

Workup

  1. customAfter 41/2 hr the reaction was quenched with water
  2. extractionextracted with chloroform
  3. customEvaporation of the organic extracts
  4. customgave an oil which
  5. distillationwas distilled under reduced pressure (21.5 g) b.p. 60°-70° (10-16 mm)

Sources & evidence

ORD record
ord-b3532bd6079843e5895a0b19a1fd55c3
Source dataset
uspto-grants-1980_12
Patent number
US04239769

Reaction notes

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