Sulfuric Acid → HCID 54393620, compound

HRID 268115Notes

Reaction equation

HRID 268115 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C:8]1(O)[C:13]#[C:14][CH:15](O)[CH3:16]>O>[CH3:6][C:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=1[C:13](=[O:2])[CH:14]=[CH:15][CH3:16]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 21553509HCID 21553509, compound

Product 1

HCID 54393620HCID 54393620, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 g of 50 % aqueous sulphuric acid (parts by weight) were added to 20.2 g (0.11 mole) of 2-methyl-1-hydroxy-1-[3-hydroxy-but-1-ynyl]-cyclohexane and the thus obtained mixture was stirred for 45 minutes at 50°. After having added water to the said mixture, it was extracted three times with pentane, and the combined organic extracts were washed, dried (MgSO4) and concentrated. The resulting residue gave, by fractional distillation, a product of b.p. 118°-120°/12 Torr; 10.9 g (60 %). By purification by means of vapour phase chromatography there was obtained 2-methyl-1-[but-2-enoyl]-cyclohex-1-ene.

Workup

  1. extractionwas extracted three times with pentane
  2. washthe combined organic extracts were washed
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe resulting residue gave, by fractional distillation
  6. customBy purification by means of vapour phase chromatography

Sources & evidence

ORD record
ord-7c2a3e225a8a4f5c9d28430b7fab2c74
Source dataset
uspto-grants-1976_03
Patent number
US03946078

Reaction notes

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