Hydrochloric Acid → 5-[4-(Benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7]-decan-2-amine hydrochloride

HRID 1608571Notes

Reaction equation

HRID 1608571 reaction equation
C([NH:20][CH:21]1[CH:28]2[CH2:29][CH:24]3[CH2:25][C:26]([O:31][CH2:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]5[O:40][C:41]6[CH:47]=[CH:46][CH:45]=[CH:44][C:42]=6[N:43]=5)=[CH:35][CH:34]=4)([CH2:30][CH:22]1[CH2:23]3)[CH2:27]2)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[ClH:48]>>[ClH:48].[O:40]1[C:41]2[CH:47]=[CH:46][CH:45]=[CH:44][C:42]=2[N:43]=[C:39]1[C:36]1[CH:35]=[CH:34][C:33]([CH2:32][O:31][C:26]23[CH2:30][CH:22]4[CH2:23][CH:24]([CH2:29][CH:28]([CH:21]4[NH2:20])[CH2:27]2)[CH2:25]3)=[CH:38][CH:37]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 15198019N-trityl-5-[4-(benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7]decan-2-amine

Product 1

HCID 677984275-[4-(Benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7]-decan-2-amine hydrochloride

Procedure

A mixture of N-trityl-5-[4-(benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7 ]decan-2-amine (200 mg) combined with ethanolic hydrogen chloride (5 ml) is stirred for an hour at room temperature. This is evaporated to dryness and the components separated via flash chromatography (eluting with 10% MeOH/CH2Cl2) to obtain 5-[4-(benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7 ]-decan-2-amine hydrochloride (m.p. 278°-281° C.).

Workup

  1. customThis is evaporated to dryness
  2. customthe components separated via flash chromatography (eluting with 10% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-65c27f7ddeaf41e6bd8cdcabfcb28a79
Source dataset
uspto-grants-1995_03
Patent number
US05395846

Reaction notes

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