Phosphoric Acid → HCID 178443271, compound

HRID 1195461Notes

Reaction equation

[C:1]([OH:14])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].P(=O)(O)(O)O.[CH-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1.[CH-:25]1[CH:29]=[CH:28][CH:27]=[CH:26]1.[Fe+2:30].[OH-].[K+]>O.C(Cl)Cl>[CH2:2]([C:1]([C-:20]1[CH:24]=[CH:23][CH:22]=[CH:21]1)=[O:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH-:25]1[CH:29]=[CH:28][CH:27]=[CH:26]1.[Fe+2:30]

Participants

Conditions

Temperature: 180 °C

Procedure

8.01 g of lauric acid was added to 100 ml of 85% phosphoric acid and 100 g of polyphosphoric acid, and heated at 180° C. for three hours while the pressure was reduced (1 mmHg) with the use of vacuum pump. After the mixture was cooled, 1.86 g of ferrocene and 20 ml of methylene chloride were added, and the resulting mixture was heat-refluxed at 50° C. for 9 hours. Then, the mixture was poured into water, and made to be basic with potassium hydroxide, and subjected to extraction with methylene chloride, and dried. The unreacted ferrocene was removed by a column chromatography, to obtain 3.20 g of undecanylferrocenyl ketone represented by the formula (A) in a yield of 87.0%. The proton nuclear magnetic resonance (1H--NMR) spectrum of the product is shown in FIG. 1.

Workup

temperatureAfter the mixture was cooled
temperaturethe resulting mixture was heat-refluxed at 50° C. for 9 hours
extractionsubjected to extraction with methylene chloride
customdried
customThe unreacted ferrocene was removed by a column chromatography

Sources & evidence

ORD record: ord-987bc769bfb94a778b5c30bf709b18a5
Source dataset: uspto-grants-1992_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05110964

Reaction notes

Loading…