Butylamine → HCID 58168553, compound

HRID 446420Notes

Reaction equation

HRID 446420 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].Br[CH2:7][CH2:8][CH2:9][O:10][Si:11]([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:13])[CH3:12]>>[Si:11]([O:10][CH2:9][CH2:8][CH2:7][NH:5][CH2:1][CH2:2][CH2:3][CH3:4])([C:14]([CH3:15])([CH3:16])[CH3:17])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 607486(3-Bromopropoxy)(tert-butyl)dimethylsilane

Product 1

HCID 58168553HCID 58168553, compound

Procedure

Butan-1-amine (8 mL) was added to (3-bromopropoxy)(tert-butyl)dimethylsilane (0.8 g) and the resulting mixture stirred overnight at RT. The volatiles were removed by concentration under reduced pressure and the residue was partitioned between saturated sodium bicarbonate solution (20 mL) and ethyl acetate (25 mL). The phases were separated and the aqueous phase was extracted with more ethyl acetate (2×25 mL). The combined organic phases were washed with brine (25 mL), dried over sodium sulphate, filtered and evaporated to give the titled compound as a clear oil. Yield 0.75 g.

Workup

  1. customThe volatiles were removed by concentration under reduced pressure
  2. customthe residue was partitioned between saturated sodium bicarbonate solution (20 mL) and ethyl acetate (25 mL)
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with more ethyl acetate (2×25 mL)
  5. washThe combined organic phases were washed with brine (25 mL)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-143a2ddc281543198675ae98b103ff57
Source dataset
uspto-grants-2013_07
Patent number
US08476265B2

Reaction notes

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