HCID 53933666, compound → HCID 54051826, compound

HRID 372476Notes

Reaction equation

HRID 372476 reaction equation
C(C(C1C=CC(F)=CC=1)C([O:7][C:8](=O)[CH:9]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[CH:10]([CH3:12])[CH3:11])=O)(C)C.[C:28]1([CH2:34][CH:35]=[C:36]([CH3:41])[CH:37]([OH:40])[C:38]#[CH:39])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>N1C=CC=CC=1>[CH:10]([CH:9]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:8]([O:40][CH:37]([C:36]([CH3:41])=[CH:35][CH2:34][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:38]#[CH:39])=[O:7])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 53933666HCID 53933666, compoundHCID 54059337HCID 54059337, compound

Product 1

HCID 54051826HCID 54051826, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

7.11 Grams (20 millimoles) of α-isopropyl-4-fluorophenylacetic anhydride and 1.86 g (10 millimoles) of 6-phenyl-4-methylhexa-4-ene-1-yne-3-ol are dissolved in 30 ml of a dry pyridine. The resulting solution is stirred overnight at room temperature. Next day, the reaction solution is poured into 100 g of ice water and extracted with three 30-ml portions of ether. The ether layers obtained are combined and extracted twice with an aqueous saturated sodium hydrogen carbonate. Thereafter, the ether layer is further washed once with a 10% aqueous hydrochloric acid and three times with water, followed by drying over anhydrous sodium sulfate.

Workup

  1. extractionextracted with three 30-ml portions of ether
  2. customThe ether layers obtained
  3. extractionextracted twice with an aqueous saturated sodium hydrogen carbonate
  4. washThereafter, the ether layer is further washed once with a 10% aqueous hydrochloric acid and three times with water
  5. dry with materialby drying over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-97aa14944b424382a265a910b5e0212b
Source dataset
uspto-grants-1978_05
Patent number
US04091111

Reaction notes

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