Hydrochloric Acid → HCID 70122073, compound

HRID 2399740Notes

Reaction equation

HRID 2399740 reaction equation
C1(C([NH:20][C@@H:21]2[CH2:25][CH2:24][CH2:23][C@H:22]2[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.[ClH:43]>C(O)C.C(Cl)Cl>[ClH:43].[NH2:20][C@@H:21]1[CH2:25][CH2:24][CH2:23][C@H:22]1[O:26][CH2:27][C:28]1[CH:29]=[CH:30][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:32][CH:33]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22856087HCID 22856087, compound

Product 1

HCID 70122073HCID 70122073, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of trans-2-triphenylmethylamino-[4-(benzoxazol-2-yl)benzyloxy]-cyclopentane (3.67 g; 6.67 mmol)in ethanol (100 ml) and CH2Cl2 (20 ml) is added ethanolic HCl until pH≈2. This is stirred overnight, concentrated in vacuo, washed with CH2Cl2, dried under vacuum and flash chromatographed using 3:1; CH2Cl2:EtOH. The product is rechromatographed using 3:1; CH2Cl2 :EtOH to obtain trans-2-amino-[4-(benzoxazol-2-yl)benzyloxy]cyclopentane hydrochloride (m.p. >200° C.).

Workup

  1. concentrationconcentrated in vacuo
  2. washwashed with CH2Cl2
  3. customdried under vacuum and flash
  4. customchromatographed
  5. customThe product is rechromatographed

Sources & evidence

ORD record
ord-8f0d4db875ec42a3a932a4d4b7f6fa26
Source dataset
uspto-grants-1995_09
Patent number
US05451596

Reaction notes

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