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Ethanol → HCID 86756353, compound

HRID 634612
Notes
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Reaction equation

HRID 634612 reaction equation
[Br-].[CH2:2]([P+:18]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].C(O)C.[C:40]1([B-:46]([C:59]2[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=2)([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.C[N+](C)(C)C>O>[C:59]1([B-:46]([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)([C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)[C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1.[CH2:2]([P+:18]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 702EthanolHCID 3084210Hexadecyl(triphenyl)phosphanium bromideHCID 11079735Tetramethylammonium tetraphenylborate

Product 1

HCID 86756353HCID 86756353, compoundYield 56.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 200 ml flask equipped with a stirrer and a calcium chloride dryer tube were charged 2.0 g of hexadecyltriphenylphosphonium bromide synthesized in Synthetic example 37 and 40 ml of ethanol, and then, 1.6 g of tetramethylammonium tetraphenylborate synthesized in Synthetic example 38 was added to the mixture. After refluxing the mixture for 14 minutes, 80 ml of distilled water was added to the reaction mixture, and precipitated crystals were collected by filtration under reduced pressure. The resulting crystals were washed sufficiently with distilled water to obtain 1.6 g of the title compound. Melting point: 300° C. or higher.

Workup

  1. customIn a 200 ml flask equipped with a stirrer and a calcium chloride dryer tube
  2. additionwas added to the mixture
  3. temperatureAfter refluxing the mixture for 14 minutes
  4. customprecipitated crystals
  5. filtrationwere collected by filtration under reduced pressure
  6. washThe resulting crystals were washed sufficiently with distilled water

Sources & evidence

ORD record
ord-6c56dcceb621452d8bf87f197d8e1084
Source dataset
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06184180B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes