Pyrophosphoric acid → HCID 178435170, compound

HRID 1195462Notes

Reaction equation

HRID 1195462 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O.[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[CH-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1.[Fe+2:25].P(OP(O)(O)=O)(O)(O)=O.[OH-].[Na+]>O>[Br:1][CH:2]([CH3:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([C-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1)=[O:14].[CH-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1.[Fe+2:25]

Participants

6

Reactant 4

HCID 1023Pyrophosphoric acidHCID 7611Bis(eta-cyclopentadienyl) ironHCID 14798Sodium HydroxideHCID 1781211-Bromoundecanoic acid

Product 1

HCID 178435170HCID 178435170, compoundYield 178.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.61 g of 11-bromoundecanoic acid, 1.86 g of ferrocene, and 50 g of pyrophosphoric acid were added and stirred while heating at 50° to 60 ° C. for 5 hours, and then poured into water, made to be basic with sodium hydroxide, subjected to extraction with methylene chloride, and dried. Then, the unreacted ferrocene was removed with column chromatography, to obtain 4.00 g of 10 -bromoundecanylferrocenyl ketone represented by the formula (C) in a yield of 92.3%. The proton nuclear magnetic resonance (1H--NMR) spectrum of the product was shown in FIG. 3. The result showed that the resulting product was the desired compound (10-bromoundecanylferrocenyl ketone). ##STR10##

Workup

  1. temperaturewhile heating at 50° to 60 ° C. for 5 hours
  2. extractionsubjected to extraction with methylene chloride
  3. customdried
  4. customThen, the unreacted ferrocene was removed with column chromatography

Sources & evidence

ORD record
ord-853fbb826aab48a18d82cf56271dd03e
Source dataset
uspto-grants-1992_05
Patent number
US05110964

Reaction notes

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