Phenol → Hydroxyphenylstearic acid

HRID 477416

Reaction equation

HRID 477416 reaction equation
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:21]1(O)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.P(=O)(O)(O)[OH:29]>>[OH:29][C:2]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=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][CH2:17][CH3:18])[C:1]([OH:20])=[O:19]

Participants

4

Reactant 3

HCID 996PhenolHCID 1004Phosphoric AcidHCID 445639Oleic Acid

Product 1

HCID 67710449Hydroxyphenylstearic acid

Conditions

Temperature
200 °C

Procedure

A 500-ml autoclave was charged with 166 g of commercial oleic acid (product of Nippon Oils & Fats Co., Ltd.), 169 g of phenol (product of Katayama Kagaku Kogyo K.K.), 6.6 g of activated clay (Nippon Kassei Hakudo K.K.), and 0.13 g of 85% aqueous phosphoric acid (product of Katayama Kagaku Kogyo K.K.). After purging the autoclave with nitrogen gas, the contents were allowed to react by heating at 200° C. for 4 hours. After completion of the reaction, the activated clay was filtered off and the unreacted phenol was distilled away at 80°-100° C., 3 mmHg to yield a yellow viscous reaction product in an amount of 224 g.

Workup

  1. customAfter purging the autoclave with nitrogen gas
  2. customto react
  3. customAfter completion of the reaction
  4. filtrationthe activated clay was filtered off
  5. distillationthe unreacted phenol was distilled away at 80°-100° C.
  6. custom3 mmHg to yield a yellow viscous reaction product in an amount of 224 g

Sources & evidence

ORD record
ord-c1c552b8069745d8a6d1ddec01b86e24
Source dataset
uspto-grants-1989_12
Patent number
US04888132

Linked notes

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