Diethyl Ether → HCID 12788084, compound

HRID 1732897Notes

Reaction equation

HRID 1732897 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]([CH2:10][C:11]1[S:15][C:14]([CH2:16][O:17][CH2:18][C:19]([NH2:21])=O)=[CH:13][CH:12]=1)[CH3:9].CCOCC>O1CCCC1>[CH3:9][N:8]([CH2:10][C:11]1[S:15][C:14]([CH2:16][O:17][CH2:18][CH2:19][NH2:21])=[CH:13][CH:12]=1)[CH3:7]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 12788083HCID 12788083, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 12788084HCID 12788084, compoundYield 74.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of lithium aluminium hydride (0.38 g) and [[5-(N,N-dimethylaminomethyl)2-thienyl]methoxy]acetamide (2.28 g) in a mixture of dry ether (25 ml) and dry tetrahydrofuran (5 ml) was heated at reflux for 4 hr. The reaction was then quenched with water and evaporated. The residue was extracted with chloroform. The organic phase was dried and distilled to afford a colourless oil (1.6 g) b.p. 110°-120° (0.1 mm). NMR (CDCl3), 8.43, s, (2H); 7.72, s, (6H); 7.12, t, (2H); 6.46 t, (2H); 6.38, s, (2H); 5.32, s, (2H), 3-3.3, m, (2H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 4 hr
  3. customThe reaction was then quenched with water
  4. customevaporated
  5. extractionThe residue was extracted with chloroform
  6. customThe organic phase was dried
  7. distillationdistilled

Sources & evidence

ORD record
ord-72521e5fb5e94a56a837caf3710d7f1f
Source dataset
uspto-grants-1980_12
Patent number
US04239769

Reaction notes

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