Triethylamine → HCID 20397918, compound

HRID 462391Notes

Reaction equation

HRID 462391 reaction equation
[CH2:1]([SH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].Br[CH2:14][CH:15]=[C:16]=[CH:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21].C(N(CC)CC)C>C(OCC)C>[C:20]([O:22][CH3:23])(=[O:21])[CH2:19][CH2:18][CH:17]=[C:16]=[CH:15][CH2:14][S:12][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 625701-UndecanethiolHCID 13470498HCID 13470498, compound

Product 1

HCID 20397918HCID 20397918, compoundYield 32.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 376 mg of undecylmercaptan, 438 mg of methyl 7-bromohepta-4,5-dienoate and 0.278 ml of triethyl amine in 2 ml of diethyl ether were stirred at room temperature for 1 hour. The solvent was removed in vacuo and the residue chromatographed on silica gel eluting with hexane and toluene to give 210 mg of methyl 8-thianonadeca-4,5-dienoate having the following NMR spectrum which was run in deutochloroform solution with TMS as the internal standard.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue chromatographed on silica gel eluting with hexane and toluene

Sources & evidence

ORD record
ord-329c38f8063747abaf98633411b1332e
Source dataset
uspto-grants-1985_05
Patent number
US04515727

Reaction notes

Loading…