Triethylamine → 8-[(2,2-Diethoxyethyl)sulfanyl]-10-oxodec-8-enenitrile

HRID 1678917Notes

Reaction equation

HRID 1678917 reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH:11]=[O:12])#[N:2].[CH2:13]([O:15][CH:16]([O:19][CH2:20][CH3:21])[CH2:17][SH:18])[CH3:14].C(N(CC)CC)C>C(OCC)C>[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([S:18][CH2:17][CH:16]([O:19][CH2:20][CH3:21])[O:15][CH2:13][CH3:14])=[CH:10][CH:11]=[O:12])#[N:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 109426222,2-diethoxy-ethanethiolHCID 5437705810-Oxodec-8-enenitrile

Product 1

HCID 538886258-[(2,2-Diethoxyethyl)sulfanyl]-10-oxodec-8-enenitrile

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The starting material is prepared as follows: The mixture of 1.8 g of 9-cyano-2-nonenal, 1.4 g of 2,2-diethoxy-ethane-thiol and 50 μl of triethylamine is allowed to stand at room temperature for 48 hours. It is taken up in 100 ml of diethyl ether, the solution washed with water, dried and evaporated, to yield the 9-cyano-3-(2,2-diethoxy-ethylmercapto)-nonenal, showing in NMR spectrum peaks at 9.78, 4.55, 3.57 and 2.61 ppm.

Workup

  1. customThe starting material is prepared
  2. washthe solution washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-37d363123ece41e3a8c5db8d13b0f3a6
Source dataset
uspto-grants-1978_03
Patent number
US04077980

Reaction notes

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