Carbon Tetrachloride → HCID 19901499, compound

HRID 2372676Notes

Reaction equation

HRID 2372676 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].C(Cl)(Cl)(Cl)Cl.[C:17](Cl)(=[O:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:17]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[O:26])[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 198603-Chloro-4-hydroxybenzoic acidHCID 69819Nonanoyl chloride

Product 1

HCID 19901499HCID 19901499, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Four point five grams of 3-chloro-4-hydroxybenzoic acid were dispersed in a mixed solvent of 30 ml of carbon tetrachloride and 5 ml of pyridine and then heated. 3.7 g of nonanic acid chloride was dropped into the mixture with refluxing. After heating 3 hours the solvent was removed from the mixture. After decomposing unreacted nonanic acid chloride by adding a small amount of water, the residue was washed with methanol to obtain 3-chloro-4-octylcarbonyloxybenzoic acid (AE). After dispersing the compound (AE) into 20 ml of carbon tetrachloride, (AE) was reacted with 5 ml of thionyl chloride with refluxing for 3 hours. 6.5 g of 3-chloro-4-octylcarbonyloxybenzoic acid chloride (AF) was obtained after removing solvent.

Workup

  1. temperatureheated
  2. temperaturewith refluxing
  3. temperatureAfter heating 3 hours the solvent
  4. customwas removed from the mixture
  5. additionby adding a small amount of water
  6. washthe residue was washed with methanol

Sources & evidence

ORD record
ord-aa725ef0158946ceb7fdb1fe0259e4a5
Source dataset
uspto-grants-1992_03
Patent number
US05100579

Reaction notes

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