Hydrochloric Acid → 2-{[(1H-Inden-7-yl)oxy]methyl}morpholine--hydrogen chloride (1/1)

HRID 2420182Notes

Reaction equation

HRID 2420182 reaction equation
[ClH:1].C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:9]2[CH2:14][CH2:13][O:12][CH:11]([CH:15]([O:17][C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH2:20][CH2:21][CH2:22]4)O)[CH2:10]2)C=CC=CC=1>C(O)C>[ClH:1].[CH2:20]1[C:19]2[C:23](=[CH:24][CH:25]=[CH:26][C:18]=2[O:17][CH2:15][CH:11]2[O:12][CH2:13][CH2:14][NH:9][CH2:10]2)[CH:22]=[CH:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20313214HCID 20313214, compound

Product 1

HCID 475172-{[(1H-Inden-7-yl)oxy]methyl}morpholine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 500 ml. of ethanolic hydrochloric acid (350 ml. of 0.5 N hydrochloric acid and 150 ml. of ethanol) was dissolved 5.0 g. of 4-triphenylmethyl-2-(1-hydroxy-4-indanyloxymethyl)-morpholine and the solution was refluxed 17 hours. After cooling the reaction mixture, ethanol was distilled away under reduced pressure until the whole volume of the reaction mixture became about 350 ml. Sodium chloride was added to the reaction mixture to cause salting out and the mixture was extracted three times each time with 200 ml. of chloroform. The chloroform extracts were combined, dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. Then, by adding acetone to the syrupy residue formed, 2.0 g. of 2-(7-indenyloxymethyl)morpholine hydrochloride was obtained as a precipitate.

Workup

  1. distillationwas distilled away under reduced pressure until the whole volume of the reaction mixture
  2. additionSodium chloride was added to the reaction mixture
  3. extractionwas extracted three times each time with 200 ml
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. additionThen, by adding acetone to the syrupy residue
  7. customformed

Sources & evidence

ORD record
ord-37463e11daf2448fa551417aa6193d90
Source dataset
uspto-grants-1978_08
Patent number
US04109088

Reaction notes

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