Resorcinol → 7-(2,4-Dihydroxyphenyl)-3,7-dimethyloct-1-yl acetate

HRID 543308

Reaction equation

HRID 543308 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:9]([O:12][CH2:13][CH2:14][CH:15]([CH2:17][CH2:18][CH:19]=[C:20]([CH3:22])[CH3:21])[CH3:16])(=[O:11])[CH3:10].C1(C)C=CC(S(O)(=O)=O)=CC=1>CCOCC>[C:9]([O:12][CH2:13][CH2:14][CH:15]([CH3:16])[CH2:17][CH2:18][CH2:19][C:20]([C:6]1[CH:7]=[CH:8][C:1]([OH:2])=[CH:3][C:4]=1[OH:5])([CH3:22])[CH3:21])(=[O:11])[CH3:10]

Participants

5

Reactant 3

HCID 5054ResorcinolHCID 6101p-Toluenesulfonic acidHCID 9017Citronellyl Acetate

Product 1

HCID 202061387-(2,4-Dihydroxyphenyl)-3,7-dimethyloct-1-yl acetate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

11.0 Parts of resorcinol, 10.0 parts of citronellyl acetate and 0.5 parts of p-toluene sulphonic acid are heated at 115° C. for 45 hours. The reaction mixture is then taken up in ether, washed with sodium bicarbonate solution, water, and evaporated. The residual oil is distilled and yields 3.9 parts of 7-(2',4'-dihydroxyphenyl)-3,7-dimethyloct-1-yl acetate b0.2 215° C. with the following percentage composition by weight:

Workup

  1. washwashed with sodium bicarbonate solution, water
  2. customevaporated
  3. distillationThe residual oil is distilled

Sources & evidence

ORD record
ord-b8b1ed0b9d3a47e191277d737c1ec4a1
Source dataset
uspto-grants-1987_04
Patent number
US04661601

Linked notes

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