Hydrochloric Acid → HCID 19818306, compound

HRID 1086791

Reaction equation

HRID 1086791 reaction equation
[CH2:1]([C:16]1[CH:17]=[C:18]([OH:22])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[CH2:23]=[O:24].Cl>O.CO>[OH:24][CH2:23][C:19]1[CH:20]=[CH:21][C:16]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[CH:17][C:18]=1[OH:22]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 68146Hydrogenated cardanol

Product 1

HCID 19818306HCID 19818306, compoundYield 19.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(2 1) 150 g of 3-pentadecylphenol and 17.7 g of paraformaldehyde were dispersed in 300 ml of water and 150 ml of methanol, and the dispersion was stirred at 50° C. for 12 hours. The reaction mixture was neutralized with concentrated hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure. 300 ml of hexane were added to the residue to precipitate a crystal. The crystal was recovered by filtration and dried to obtain 32 g of 2-hydroxymethyl-5-pentadecylphenol.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. addition300 ml of hexane were added to the residue
  5. customto precipitate a crystal
  6. filtrationThe crystal was recovered by filtration
  7. customdried

Sources & evidence

ORD record
ord-6acf56d393dc4464b7c0e2eedfc3d797
Source dataset
uspto-grants-1991_07
Patent number
US05032487

Linked notes

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