Triethylamine → HCID 13176137, compound

HRID 978620Notes

Reaction equation

HRID 978620 reaction equation
[C:1]([OH:4])(=[S:3])[CH3:2].C(N(CC)CC)C.[CH2:12]([CH:17]1[C:21](O)([CH3:22])[CH:20]=[CH:19][C:18]1=[O:24])[CH2:13][CH2:14][CH2:15][CH3:16]>C1(C)C=CC=CC=1>[CH2:12]([C:17]1[C:18](=[O:24])[CH2:19][CH:20]([S:3][C:1](=[O:4])[CH3:2])[C:21]=1[CH3:22])[CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13137234HCID 13137234, compoundHCID 178418634HCID 178418634, compound

Product 1

HCID 13176137HCID 13176137, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into the same flask as used in Example 1, thioacetic acid (35 g) and triethylamine (7 g) were charged, and 2-n-pentyl-3-hydroxy-3-methyl-4-cyclopentenone (18.2 g) was dropwise added thereto at a temperature of 20° to 35° C. for 1 hour. Thereafter, the reaction mixture was stirred at a temperature of 40° to 60° C. for 3 hours. After completion of the reaction, the mixture was diluted with toluene (50 ml) and treated in the same manner as in Example 50 to obtain 2-n-pentyl-3-methyl-4-acetylthio-2-cyclopentenone (24.1 g). Yield, 94%. nD20 1.5146.

Workup

  1. additionwere charged
  2. customAfter completion of the reaction
  3. additiontreated in the same manner as in Example 50

Sources & evidence

ORD record
ord-f4207eedc9904bda972ea25b7873ae0a
Source dataset
uspto-grants-1987_05
Patent number
US04665174

Reaction notes

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