Water → HCID 20570939, compound

HRID 1577504Notes

Reaction equation

HRID 1577504 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][N:12]([CH3:14])[CH3:13])=[C:8]([C:15](OCC)=[O:16])[CH:7]=1.[H-].[Al+3].[H-].[H-].O>O1CCCC1>[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][N:12]([CH3:13])[CH3:14])=[C:8]([CH2:15][OH:16])[CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21584524AluminiumhydrideHCID 86737996HCID 86737996, compound

Product 1

HCID 20570939HCID 20570939, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 5-[[2-(amino)ethyl]thio]methyl-2-(dimethylaminomethyl)-3-furancarboxylic acid, ethyl ester (0.75 g) in dry tetrahydrofuran (50 ml) at 0° was treated with a 0.5 molar solution of aluminium hydride in tetrahydrofuran (35 ml). After 2 hours water (6 ml) was added, and the filtered solution evaporated in vacuo. The oily residue was distilled affording the title compound (0.4 g), b.p. 170°/10-1 mm Hg.

Workup

  1. customthe filtered solution evaporated in vacuo
  2. distillationThe oily residue was distilled

Sources & evidence

ORD record
ord-9a3305e591ca49e3b0e424a282565737
Source dataset
uspto-grants-1981_09
Patent number
US04288443

Reaction notes

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