Methanesulfonic Acid → 1-Tetralone

HRID 979808Notes

Reaction equation

HRID 979808 reaction equation
F[C:2]1[CH:3]=[C:4](OC)[C:5](OC)=[C:6]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=O)[CH:7]=1.CS(O)(=O)=O>>[C:11]1(=[O:13])[C:7]2[C:6](=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 617990HCID 617990, compound

Product 1

HCID 107241-TetraloneYield 105.2%

Procedure

The product from Example 66 (7.4 g) was cyclized with methanesulfonic acid (75 ml) at room temperature overnight. The reaction was poured onto water and extracted with methylene chloride. The organic layer was separated, washed with brine, dried and evaporated to afford 4.7 g impure tetralone. Purification was achieved by extraction with hot hexane to obtain 3.7 g pure compound.

Workup

  1. additionThe reaction was poured onto water
  2. extractionextracted with methylene chloride
  3. customThe organic layer was separated
  4. washwashed with brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-8c0e4dcae585497a880725448299d343
Source dataset
uspto-grants-1987_01
Patent number
US04634705

Reaction notes

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