Water → HCID 19912389, compound

HRID 1091001Notes

Reaction equation

HRID 1091001 reaction equation
BrBr.C(C1C=C[C:11]([C:14]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][CH3:28])[CH:22]=3)[CH:17]=2)=C)=CC=1)CCCC.C(O)(C)(C)C.O.[C:35]1([CH3:41])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CO>[CH3:41][C:35]1[CH:40]=[CH:39][C:38]([C:11]#[C:14][C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:26][CH2:27][CH3:28])[CH:22]=3)[CH:17]=2)=[CH:37][CH:36]=1

Participants

7

Reactant 5

HCID 962WaterHCID 1140TolueneHCID 6386tert-ButanolHCID 24408BromineHCID 19912303HCID 19912303, compound

Product 1

HCID 19912389HCID 19912389, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.112 mol of Br2 is added to 0.112 mol of 1-(4-pentylphenyl)-1-(6-ethoxy-2-naphthyl)ethene in 150 ml of toluene and 100 ml of methanol at about 10°. The reaction mixture is evaporated and the residue is heated at reflux for 4 hours together with 0.4 mol of potassium tert.-butylate and 200 ml of tert.-butanol. After cooling, pouring into water and filtering the product with suction gives, after purification by recrystallization, 1-(4-pentylphenyl)-2-(6-ethoxy-2-naphthyl)-acetylene having M. 110° and C. 157.3°.

Workup

  1. customThe reaction mixture is evaporated
  2. temperaturethe residue is heated
  3. temperatureAfter cooling
  4. filtrationfiltering the product with suction
  5. customgives
  6. customafter purification
  7. customby recrystallization, 1-(4-pentylphenyl)-2-(6-ethoxy-2-naphthyl)-acetylene having M
  8. custom110° and C
  9. custom157.3°

Sources & evidence

ORD record
ord-349777aa772644ce9a6c318056a07694
Source dataset
uspto-grants-1992_01
Patent number
US05084204

Reaction notes

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