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

HRID 234741Notes

Reaction equation

HRID 234741 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-ab163fcc39b44078851deb3458b61b69
Source dataset
uspto-grants-1997_01
Patent number
US05596020

Reaction notes

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