Hydrochloric Acid → HCID 70123777, compound

HRID 2399752Notes

Reaction equation

HRID 2399752 reaction equation
C1(C([NH:20][CH2:21][C@@H:22]2[CH2:24][C@H:23]2[CH2:25][O:26][CH2:27][C:28]2[CH:33]=[CH:32][C:31]([C:34]3[O:35][C:36]4[CH:42]=[CH:41][CH:40]=[CH:39][C:37]=4[N:38]=3)=[CH:30][CH:29]=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)[Cl:44].Cl>CCO>[ClH:44].[NH2:20][CH2:21][C@@H:22]1[CH2:24][C@H:23]1[CH2:25][O:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[O:35][C:36]3[CH:42]=[CH:41][CH:40]=[CH:39][C:37]=3[N:38]=2)=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 6344DichloromethaneHCID 54415333HCID 54415333, compound

Product 1

HCID 70123777HCID 70123777, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of trans-2-triphenylmethylaminomethyl-[4-(benzoxazol-2-yl)benzyloxymethyl]cyclopropane (0.252 g; 0.458 mmol) in 40 ml EtOH:CH2Cl2 ; 10:1 is added ethanolic HCl until pH≅2. This is stirred overnight, further ethanolic HCl is added and stirring continued another 24 hrs. The reaction mixture is then heated to reflux for 5 hrs., concentrated in vacuo and flash chromatographed using CH2Cl2 : EtCH; 3:1 to obtain trans-2-aminomethyl-[4-(benzoxazol-2-yl)benzyloxy-methyl]cyclopropane hydrochloride as a white solid (m.p. >250° C.).

Workup

  1. stirringstirring
  2. waitcontinued another 24 hrs
  3. temperatureThe reaction mixture is then heated
  4. temperatureto reflux for 5 hrs
  5. concentration, concentrated in vacuo and flash
  6. customchromatographed

Sources & evidence

ORD record
ord-d5d7e1d3a3064a308a6f2aa31b1cc038
Source dataset
uspto-grants-1995_09
Patent number
US05451596

Reaction notes

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