Hydrochloric Acid → HCID 53678009, compound

HRID 851523Notes

Reaction equation

HRID 851523 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[C:5]([OH:12])=[CH:4][C:3]=1[CH2:13][C:14](Cl)=[O:15].C1(C)C=CC=CC=1.[CH2:24]([OH:36])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].Cl>N1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:9])[CH3:10])[C:5]([OH:12])=[CH:4][C:3]=1[CH2:13][C:14]([O:36][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[O:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 81931-DodecanolHCID 53680664HCID 53680664, compound

Product 1

HCID 53678009HCID 53678009, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

Into a 500-ml four-necked flask, were charged 24.1 g of 2-methyl-4-t-butyl-5-hydroxyphenylacetyl chloride, 300 ml of toluene and 50 ml of pyridine. After replacing air in the reactor by nitrogen, 18.7 g of dodecyl alcohol was added to the mixture at 30° to 40° C., and then the reaction was continued at 30° to 40° C. for about 8 hours. After completion of the reaction, pyridine was neutralized with diluted hydrochloric acid, and the reaction mixture was washed with water, dried over anhydrons sodium sulfate and then freed from the solvent under reduced pressure to obtain 33.2 g (85% yield) of viscous dodecyl 2-methyl-4-t-butyl-5-hydroxyphenylacetate.

Workup

  1. additionwas added to the mixture at 30° to 40° C.
  2. washthe reaction mixture was washed with water
  3. dry with materialdried over anhydrons sodium sulfate

Sources & evidence

ORD record
ord-8538b9d291d045ee871820de6f153386
Source dataset
uspto-grants-1983_05
Patent number
US04385143

Reaction notes

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