1,4-Dioxane hydrochloride → HCID 67048907, compound

Reaction equation

[Br:1][C@H:2]1[CH2:6][N:5](C(OC(C)(C)C)=O)[C@@H:4]2[C@@H:14]([OH:17])[CH2:15][O:16][C@H:3]12.[ClH:18].O1CCOCC1>>[ClH:18].[Br:1][C@H:2]1[CH2:6][NH:5][C@@H:4]2[C@@H:14]([OH:17])[CH2:15][O:16][C@H:3]12

Participants

Reactant 2

HCID 204431481,4-Dioxane hydrochloride

HCID 58208606HCID 58208606, compound

Product 1

HCID 67048907HCID 67048907, compound

Procedure

Bromide (111) (2.14 g, 6.95 mmol) was dissolved in 4N HCl/dioxan (30 mL) with stirring at ambient temperature. The purple solution was stirred for 1 hour then reduced in vacuo and evaporated three times from diethyl ether to give a purple crystalline solid crude (3R,3aR,6S,6aS)-6-bromohexahydro-2H-furo[3,2-b]pyrrol-3-ol hydrochloride (112) (Yield 1730 mg) which was used without further purification. HPLC-MS 208.0/210.0 [M+H]+.

Workup

stirringThe purple solution was stirred for 1 hour
customevaporated three times from diethyl ether

Sources & evidence

ORD record: ord-a926646687564aa5a77356d2fbf7d45c
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045492B2

Reaction notes

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