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

HRID 918278Notes

Reaction equation

HRID 918278 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-ethanethiol 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-38aa6bda205b425389790832ea815973
Source dataset
uspto-grants-1976_07
Patent number
US03970670

Reaction notes

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