HCID 14491496, compound → 1H-Benz(f)indene

HRID 1290321Notes

Reaction equation

HRID 1290321 reaction equation
[CH:1]1(O)[C:9]2[CH:8]=[C:7]3[CH:10]=[CH:11][CH:12]=[CH:13][C:6]3=[CH:5][C:4]=2[CH2:3][CH2:2]1>OS(O)(=O)=O>[CH:1]1[C:9]2[CH:8]=[C:7]3[CH:10]=[CH:11][CH:12]=[CH:13][C:6]3=[CH:5][C:4]=2[CH2:3][CH:2]=1

Participants

3

Reactant 1

HCID 14491496HCID 14491496, compound

Product 1

HCID 64514361H-Benz(f)indeneYield 98%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 8.6 g of benz[f]indan-1-ol in 250 mL of 10% H2SO4 was refluxed for 24 h. After cooling to room temperature the reaction mixture was extracted with three 150-mL portions of a mixture of benzene and hexane (1:2). The extracts were washed three times with 100-mL portions of water, dried (MgSO4), and evaporated to give 7.6 g (98%) of a colorless solid, mp 160°-163° C. Recrystallization from 340 mL of 95% ethanol gave 6.6 g (85%) of the hydrocarbon as colorless crystals: mp 163°-164° C.

Workup

  1. extractionwas extracted with three 150-mL portions of a mixture of benzene and hexane (1:2)
  2. washThe extracts were washed three times with 100-mL portions of water
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-ed97e9e2e7c24e29abaa6979fde96075
Source dataset
uspto-grants-1998_05
Patent number
US05750767

Reaction notes

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