O-Cresol → HCID 23130120, compound

HRID 1803645Notes

Reaction equation

HRID 1803645 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][C:10]([C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=1)=O.S(=O)(=O)(O)O.S[CH2:28][CH2:29][C:30]([OH:32])=O>C1(C)C=CC=CC=1>[CH:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[CH:21][C:12]=1[C:10]([C:1]1[CH:2]=[CH:3][C:30]([OH:32])=[C:29]([CH3:28])[CH:6]=1)([C:3]1[CH:4]=[CH:5][C:6]([OH:7])=[C:1]([CH3:8])[CH:2]=1)[CH3:9]

Participants

6

Reactant 4

HCID 335O-CresolHCID 1118Sulfuric AcidHCID 65143-Mercaptopropionic AcidHCID 71222-Acetylnaphthalene

Product 1

HCID 23130120HCID 23130120, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
30 °C

Procedure

A mixture of 43.2 g (0.4 mol) of o-cresol and 17.1 g (0.1 mol) of β-acetonaphthone was made into a solution by heating at about 30° C. After adding 0.1 ml of sulfuric acid, 0.8 ml of 3-mercaptopropionic acid and 10 ml of toluene to the solution, the reaction was allowed to proceed under stirring. After confirming that the conversion reached 100% by a gas chromatographic analysis, 100 ml of toluene was added. The solid precipitated by cooling was filtered under reduced pressure, washed with a warm water of 60° C. under stirring, and purified by a silica gel column chromatography, to obtain 24 g of the title compound.

Workup

  1. additionwas added
  2. customThe solid precipitated
  3. temperatureby cooling
  4. filtrationwas filtered under reduced pressure
  5. washwashed with a warm water of 60° C.
  6. stirringunder stirring
  7. custompurified by a silica gel column chromatography

Sources & evidence

ORD record
ord-8a1fda9b6eaf41f2a129a3a276373c68
Source dataset
uspto-grants-2013_01
Patent number
US08350096B2

Reaction notes

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