3-(Dimethylamino)-1-propanol → HCID 20985998, compound

HRID 715685Notes

Reaction equation

HRID 715685 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11].[CH3:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][OH:17].C[Si](C)(C)[N-][Si](C)(C)C.[K+]>O1CCCC1>[CH3:12][N:13]([CH3:18])[CH2:14][CH2:15][CH2:16][O:17][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[O:10][CH3:11]

Participants

5

Reactant 3

HCID 766463-(Dimethylamino)-1-propanolHCID 27373654-Fluoro-3-methoxybenzonitrileHCID 3251421Potassium bis(trimethylsilyl)amide

Product 1

HCID 20985998HCID 20985998, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

15 g 4-Fluoro-3-methoxybenzonitrile and 12 mL 3-dimethylamino-1-propanol was dissolved 150 mL tetrahydrofuran. 21.7 g Potassium hexamethyldisilazide was added and the mixture was stirred at 65° C. for 6 h. the mixture was concentrated to 50 mL and the residue diluted in ethyl acetate, washed with water and saturated sodium chloride solution and the organic phase dried over magnesium sulfate.

Workup

  1. concentrationwas concentrated to 50 mL
  2. additionthe residue diluted in ethyl acetate
  3. washwashed with water and saturated sodium chloride solution
  4. dry with materialthe organic phase dried over magnesium sulfate

Sources & evidence

ORD record
ord-306d5d166e704297a28ab101a79bb6dc
Source dataset
uspto-grants-2015_11
Patent number
US09187478B2

Reaction notes

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