Hydrochloric Acid → 3-Amino-8-oxabicyclo[3.2.1]octane-3-carboxylic acid benzyl ester hydrochloride

HRID 1953223Notes

Reaction equation

HRID 1953223 reaction equation
[CH2:1]([O:8][C:9]([C:11]1([N:19]=C(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:17][CH:16]2[O:18][CH:13]([CH2:14][CH2:15]2)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:33]>C(OCC)C>[ClH:33].[CH2:1]([O:8][C:9]([C:11]1([NH2:19])[CH2:17][CH:16]2[O:18][CH:13]([CH2:14][CH2:15]2)[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 540516143-(Benzhydrylideneamino)-8-oxabicyclo[3.2.1]octane-3-carboxylic acid benzyl ester

Product 1

HCID 699219873-Amino-8-oxabicyclo[3.2.1]octane-3-carboxylic acid benzyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A two-phase mixture of 3-(benzhydrylideneamino)-8-oxabicyclo[3.2.1]octane-3-carboxylic acid benzyl ester (3.9 mmole) in aqueous 1N hydrochloric acid solution (100 mL) and diethyl ether (100 mL) is stirred at room temperature overnight. The aqueous layer is concentrated to provide the title compound.

Workup

  1. concentrationThe aqueous layer is concentrated

Sources & evidence

ORD record
ord-1d27bdcbaba74028a308acce6d5b6407
Source dataset
uspto-grants-2000_09
Patent number
US06114568

Reaction notes

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