Benzene → HCID 12917841, compound

HRID 1388111Notes

Reaction equation

HRID 1388111 reaction equation
N1([CH2:6][CH:7](Cl)[CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)CCCC1.[C:17]1([C:23]([OH:27])([C:25]#[CH:26])[CH3:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[OH-].[Na+].C1C=CC=CC=1.[CH2:36]([N+:43]([CH2:48][CH3:49])(CC)CC)[C:37]1C=CC=CC=1>O>[CH3:24][C:23]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([O:27][CH2:6][CH:7]([N:43]1[CH2:36][CH2:37][CH2:49][CH2:48]1)[CH2:8][O:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:25]#[CH:26]

Participants

7

Reactant 5

HCID 241BenzeneHCID 14798Sodium HydroxideHCID 17208BenzyltriethylammoniumHCID 920983-Hydroxy-3-phenyl-1-butyneHCID 20471576HCID 20471576, compound

Product 1

HCID 12917841HCID 12917841, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

27.5 g of 1-pyrrolidinyl-2-chloro-3-phenoxy propane were gradually introduced into a reactor containing 29.2 g of 2-phenyl-3-butyne-2-ol, 20 g of sodium hydroxide in 20 ml of water and 2.27 g of benzyl triethylammonium, while stirring well. When the addition ended, the reaction medium was very thick and 20 ml of benzene were added before refluxing for 5 hours. The product was then extracted with ether, filtered, washed and dried as indicated in Example 1.

Workup

  1. additionWhen the addition
  2. temperaturebefore refluxing for 5 hours
  3. extractionThe product was then extracted with ether
  4. filtrationfiltered
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-54767fd513e7412d84e1eab63e227510
Source dataset
uspto-grants-1984_02
Patent number
US04430332

Reaction notes

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