6-Dimethylaminohexan-1-ol → HCID 53795635, compound

HRID 621767Notes

Reaction equation

HRID 621767 reaction equation
[CH2:1]([N:7]=[C:8]=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH3:10][N:11]([CH3:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18]>O1CCCC1>[CH3:10][N:11]([CH3:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][C:8](=[O:9])[NH:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 746236-Dimethylaminohexan-1-olHCID 75659Hexyl isocyanate

Product 1

HCID 53795635HCID 53795635, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.65 ml (5 meq) of hexyl isocyanate and 726 mg (5 meq) 6-(dimethylamino)hexanol are combined in 5 ml of tetrahydrofuran and reacted over a weekend at room temperature. The reaction mixture is evaporated under reduced pressure (<30° C.), dried in vacuo and the product purified by silica gel chromatography in the system CH2Cl2 :CH3OH:NH3 (65:25:4). Fractions 50-64 are combined, evaporated under reduced pressure <30° C. and dried in vacuo to yield 460 mg of title compound.

Workup

  1. customreacted over a weekend at room temperature
  2. customThe reaction mixture is evaporated under reduced pressure (<30° C.)
  3. customdried in vacuo
  4. customthe product purified by silica gel chromatography in the system CH2Cl2 :CH3OH:NH3 (65:25:4)
  5. customevaporated under reduced pressure <30° C.
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e2c35e501a53490384e46f98f916bec4
Source dataset
uspto-grants-1989_04
Patent number
US04824996

Reaction notes

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