Hydrochloric Acid → HCID 22758148, compound

HRID 1704651Notes

Reaction equation

HRID 1704651 reaction equation
C1C2C(=CC=CC=2)CC1CCO.N1CCCCC1.Cl.Cl.[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>CCOCC.O.C1(C)C=CC=CC=1>[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 103520002-(2,3-dihydro-1H-inden-2-yl)ethanolHCID 22758147HCID 22758147, compound

Product 1

HCID 22758148HCID 22758148, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 18 gm. (0.057 mole) of p-toluene sulfonic acid, ester with 2-indanethanol in 100 ml. of toluene, 14 cc. (0.143 mole) of piperidine is added. The mixture is refluxed for 11.5 hrs. and treated with 250 ml. of water and 100 ml. of ether. The organic layer is separated, washed with water, dried (MgSO4) and evaporated in vacuo to give a dark colored oil. The oil is treated with ethereal - HCl to give 15.7 gm. (97%) of 1-[2-(2-indanyl)ethyl]piperidine hydrochloride. Crystallization from ethanol-ether gives 11.5 gm. (72%) of product as off-white crystals; m.p. 204.5°-207°, λNujolmax. 2700-2250 cm-1 (--NH+).

Workup

  1. temperatureThe mixture is refluxed for 11.5 hrs
  2. additionand treated with 250 ml
  3. customThe organic layer is separated
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customto give a dark colored oil
  8. customto give 15.7 gm
  9. customCrystallization from ethanol-ether
  10. customgives 11.5 gm

Sources & evidence

ORD record
ord-b69425ffa73c4671a425fffa5d549df0
Source dataset
uspto-grants-1978_11
Patent number
US04127578

Reaction notes

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