Diethyl Ether → HCID 59243273, compound

HRID 2406497Notes

Reaction equation

HRID 2406497 reaction equation
[CH3:1][C:2]([C:10]#[N:11])([CH3:9])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:12](OCC)C>>[CH3:1][C:2]([CH3:9])([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:10](=[NH:11])[CH3:12]

Participants

3

Reactant 2

HCID 3283Diethyl Ether2×HCID 57964864HCID 57964864, compound

Product 1

HCID 59243273HCID 59243273, compound

Procedure

To a solution of dimethyl heptylcyanide (1.00 g, 6.53 mmol) in anhydrous diethyl ether (5 mL) was added under argon 1.6 M methyl lithium in diethyl ether (25 mL, 39.00 mmol), and the mixture was stirred for 3 hours at room temperature. After quenching with water, the mixture was extracted with diethyl ether. The extracts were dried over anhydrous Na2SO4 and the solvent was evaporated under reduced pressure to get a colorless oil which was pure enough to carry out for further reactions based on analytical data. (1.03 g, 94%). 1H NMR (300 MHz, CDCl3): ∂ 0.80-0.85 (m, 3H), 0.92-1.05 (m, 3H), 1.15-1.28 (m, 14H), 1.54-1.6 (m, 2H), 3.4 (s, 1H). (ESI, Pos) m/z 170.2

Workup

  1. customAfter quenching with water
  2. extractionthe mixture was extracted with diethyl ether
  3. dry with materialThe extracts were dried over anhydrous Na2SO4
  4. customthe solvent was evaporated under reduced pressure
  5. customto get a colorless oil which

Sources & evidence

ORD record
ord-5a084121841e4179a016a5ca12f3dc5b
Source dataset
uspto-grants-2014_08
Patent number
US08809373B2

Reaction notes

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