Hydrochloric Acid → cis-2-[(4-Benzoxazol-2-yl)benzyloxy]cyclohexylamine hydrochloride

HRID 2399736Notes

Reaction equation

HRID 2399736 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:43]=[CH:42][C:13]([CH2:14][O:15][C@@H:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C@@H:17]2[NH:22]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:12][CH:11]=1.[ClH:44]>C(O)C>[ClH:44].[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:43]=[CH:42][C:13]([CH2:14][O:15][C@H:16]2[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]2[NH2:22])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54326495Cis-1-[4-(benzoxazol-2-yl)benzyloxy]-2-triphenylmethylaminocyclohexane

Product 1

HCID 70123302cis-2-[(4-Benzoxazol-2-yl)benzyloxy]cyclohexylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Cis-1-[4-(benzoxazol-2-yl)benzyloxy]-2-triphenylmethylaminocyclohexane (2.03 g; 3.6 mmol) in 200 ml ethanol is treated with ethanolic HCl to pH 4 and stirred for 24 hrs. at room temperature. The solution is concentrated in vacuo, treated with ether and a white solid which precipitates out is filtered, washed with dry ether and dried in vacuo to obtain cis-2-[(4-benzoxazol-2-yl)benzyloxy]cyclohexylamine hydrochloride (m.p. 280°-281° C. dec).

Workup

  1. customat room temperature
  2. concentrationThe solution is concentrated in vacuo
  3. additiontreated with ether
  4. customa white solid which precipitates out
  5. filtrationis filtered
  6. washwashed with dry ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-88f41519ad564b57bafeba515c47f0a2
Source dataset
uspto-grants-1995_09
Patent number
US05451596

Reaction notes

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