Benzene → HCID 178503016, compound

HRID 1374487Notes

Reaction equation

HRID 1374487 reaction equation
[C:1]1([P:7](C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C([O:22][C:23](=[O:27])[CH:24](Br)C)C.[OH-].[Na+].C1C=C[C:33]2[C:39]([C:47]3[CH:48]=[CH:49][C:50](O)=[CH:51][CH:52]=3)([C:40]3[CH:41]=[CH:42][C:43](O)=[CH:44][CH:45]=3)OC(=O)C=2C=1.[CH:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1>>[C:54]1([C:39]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH2:33][O:22][C:23]([CH:24]=[PH2:7][CH3:1])=[O:27])[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1

Participants

6

Reactant 5

HCID 241BenzeneHCID 4764PhenolphthaleinHCID 11776TriphenylphosphineHCID 14798Sodium HydroxideHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 178503016HCID 178503016, compound

Procedure

The Wittig salt is prepared by reaction of triphenyl phosphine and ethyl-2-bromopropionate in benzene media at 70–75° C. for 8 hours and subsequent basification with 1N Sodium hydroxide to phenolphthalein end point at room temperature. Extraction with benzene, concentration of the benzene extract and the addition of petroleum ether (60–80° C.) yield triphenyl methyl carbethoxy methylene phosphorane as a solid product.

Workup

  1. customat room temperature
  2. extractionExtraction with benzene, concentration of the benzene
  3. extractionextract
  4. additionthe addition of petroleum ether (60–80° C.)

Sources & evidence

ORD record
ord-9642a5dd84e4466baafc0aefbdaa092c
Source dataset
uspto-grants-2007_01
Patent number
US07166273B2

Reaction notes

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