Hydrochloric Acid → HCID 12137767, compound

HRID 1289272Notes

Reaction equation

HRID 1289272 reaction equation
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([C:7]2(O)[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:8]2)=[CH:3][CH:2]=1.Cl>C1COCC1.O>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([C:7]2[CH2:15][C:14]3[C:9]([CH:8]=2)=[CH:10][CH:11]=[CH:12][CH:13]=3)=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18690301HCID 18690301, compound

Product 1

HCID 12137767HCID 12137767, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(p-tolyl)-2-indanol (17.27 g, 77.01 mmol) in THF (200 mL) was added a solution of concentrated hydrochloric acid (40 mL) in water (60 mL). The solution was stirred at room temperature overnight (12 h). The solid was collected and washed with pentane (50 mL) and then tetrahydrofuran (50 mL) to give 14.77 g of 2-(p-tolyl)-1H-indene. 1 H-N.M.R. (CDCl3) d 2.43(s, 3H), d 3.83 (br s, 2H), d 7.20-7.35(m, 5H), d 7.45(br d, J=7.1 Hz, 2H), d 7.55(br d, J=7.1 Hz, 2H), d 7.60 (br d, J=7.1 Hz, 2H).

Workup

  1. customThe solid was collected
  2. washwashed with pentane (50 mL)

Sources & evidence

ORD record
ord-8d7deb3a6f064c32900b8ec9eebff398
Source dataset
uspto-grants-1998_05
Patent number
US05747621

Reaction notes

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