Dichloromethane → HCID 89375877, compound

HRID 575998Notes

Reaction equation

HRID 575998 reaction equation
[C:1](#[N:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]/[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]#[N:19].C([O-])(O)=[O:22].[Na+].OOS([O-])=O.[K+].C(Cl)Cl>CC(C)=O.O>[O:22]1[CH:9]([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]#[N:20])[CH:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]#[N:19]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 516892Sodium BicarbonateHCID 23347053HCID 23347053, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 89375877HCID 89375877, compoundYield 94.5%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

A mixture of 0.1000 g (E)-octadec-9-enedinitrile and 0.2334 g NaHCO3 in 4.0 mL acetone was cooled in an ice water bath. While stirring, a solution of 0.5365 g Oxone® in 4.0 mL water was added in portions during 30 min. The mixture was allowed to warm to room temperature over 18 h, then 200 mL CH2Cl2 and 10 mL water were added to the reaction mixture to afford a clear 2-phase system. The organic phase was dried over Na2SO4 and evaporated to afford 0.10 g of product as a colorless oil.

Workup

  1. temperaturewas cooled in an ice water bath
  2. customto afford a clear 2-phase system
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-943203f8f23d4203a8dce424206427cc
Source dataset
uspto-grants-2015_05
Patent number
US09035078B2

Reaction notes

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