1-Amino-2-propanol → HCID 58531191, compound

HRID 1432033Notes

Reaction equation

HRID 1432033 reaction equation
[C:1]([Si:5](Cl)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].[NH2:9][CH2:10][CH:11]([OH:13])[CH3:12].C(N(CC)CC)C.O>C(Cl)Cl.CN(C1C=CN=CC=1)C>[C:1]([Si:5]([CH3:7])([CH3:6])[O:13][CH:11]([CH3:12])[CH2:10][NH2:9])([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 41-Amino-2-propanolHCID 962WaterHCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chloride

Product 1

HCID 58531191HCID 58531191, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

tert-Butyl-chloro-dimethyl-silane (2.6 g 17 mmol) was dissolved in DCM (20 mL). 1-Amino-propan-2-ol (1.2 g, 16 mmol), triethylamine (2.2 mL, 16 mmol) and a catalytic amount of DMAP were added. The reaction mixture was stirred for 16 h. Water (10 mL) was added and the phases were separated. The aqueous phase was extracted with EtOAc (2×100 mL). The combined organic phases were dried over magnesium sulfate, filtered and the filtrate was evaporated in vacuo. The product was isolated as an oil. Yield: 2.4 g, 80%.

Workup

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted with EtOAc (2×100 mL)
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate was evaporated in vacuo
  6. customThe product was isolated as an oil

Sources & evidence

ORD record
ord-94e2ed3a087746529b994242ca9e8d61
Source dataset
uspto-grants-2009_11
Patent number
US07612068B2

Reaction notes

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