Triethylamine → HCID 14705811, compound

HRID 1731700Notes

Reaction equation

HRID 1731700 reaction equation
Cl/[CH:2]=[CH:3]/[C:4]#[N:5].[C:6]1([C:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[SH:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C>O1CCCC1>[C:12]([S:13]/[CH:2]=[CH:3]/[C:4]#[N:5])([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77281Benzenemethanethiol, alpha,alpha-diphenyl-HCID 10942339HCID 10942339, compound

Product 1

HCID 14705811HCID 14705811, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (E)-3-chloroacrylonitrile (0.1 g) in tetrahydrofuran (2 ml) were added triphenylmethanethiol (0.332 g) and triethylamine (0.175 ml) under ice-cooling. The mixture was stirred at ambient temperature for 16 hours and poured into ice-water. The mixture was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give (E)-3-tritylthioacrylonitrile (0.37 g).

Workup

  1. temperaturecooling
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-5bc1a01189b5472592f769d0d01bd9cd
Source dataset
uspto-grants-1986_11
Patent number
US04622318

Reaction notes

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