Chloroacetonitrile → HCID 57266187, compound

HRID 1641032Notes

Reaction equation

HRID 1641032 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.Cl[CH2:11][C:12]#[N:13].C(N(CC)CC)C>CCOCC>[OH:9][CH2:8][CH2:7][CH:4]1[CH2:5][CH2:6][N:1]([CH2:11][C:12]#[N:13])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 8471TriethylamineHCID 739534-Piperidineethanol

Product 1

HCID 57266187HCID 57266187, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound was prepared according to general procedure G described in Scheme 3. 2-(Piperidin-4-yl)ethanol (1.2 g, 9.3 mmol) was treated with 2-chloroacetonitrile (1.4 g, 18.6 mmol), triethylamine (10.4 mL, 74.3 mmol) and stirred at RT for 14 h. The crude reaction mixture was diluted with Et2O (25 mL) and washed with H2O (3×10 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford the title compound as a yellow oil (1.56 g, 100%), which was used without further purification.

Workup

  1. customThe title compound was prepared
  2. customThe crude reaction mixture
  3. washwashed with H2O (3×10 mL)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-adf550375f0241da9941e8ecd8a40cf2
Source dataset
uspto-grants-2012_02
Patent number
US08114894B2

Reaction notes

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