Hydrochloric Acid → HCID 12137762, compound

HRID 1289274Notes

Reaction equation

HRID 1289274 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2(O)[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C1COCC1.O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH2:19][C:18]3[C:13]([CH:12]=2)=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18690302HCID 18690302, compound

Product 1

HCID 12137762HCID 12137762, compoundYield 63.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(4-t-butyl-phenyl)-2-indanol (23.0 g, 86.5 mmol) in THF (200 mL) was added a solution of concentrated hydrochloric acid (40 mL) in water (60 mL). The solid was collected and washed with pentane (50 mL) and then tetrahydrofuran (50 mL) to give 13.6 g of 2-(4-t-butyl-phenyl)-1H-indene. 1H-N.M.R. (CDCl3) d 1.35 (s, 9H), d 3.78(br s, 2H), d 7.13-7.19(m, 2H),d 7.26 (br tt, J=7.4, 0.6 Hz, 1H), d 7.36-7.47(m, 4H), d 7.55-7.6(br d, J=6.7 Hz, 2H).

Workup

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

Sources & evidence

ORD record
ord-9428e263a71d4efcaf63b381499b8c62
Source dataset
uspto-grants-1998_05
Patent number
US05747621

Reaction notes

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