Hydrochloric Acid → HCID 12137767, compound

HRID 1872295Notes

Reaction equation

HRID 1872295 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. 1H-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-bd8ad956eb5346c98f59fdb619e10aac
Source dataset
uspto-grants-2000_08
Patent number
US06107431

Reaction notes

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