Potassium Hydroxide → Pyrrolo[3,4-b]-1,4-oxazine, octahydro-, trans-

HRID 367016Notes

Reaction equation

Br.Br.[C@@H:3]12[CH2:11][NH:10][CH2:9][C@H:8]1[NH:7][CH2:6][CH2:5][O:4]2.[OH-].[K+]>>[C@@H:3]12[CH2:11][NH:10][CH2:9][C@H:8]1[NH:7][CH2:6][CH2:5][O:4]2

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 57462215HCID 57462215, compound

Product 1

HCID 15069983Pyrrolo[3,4-b]-1,4-oxazine, octahydro-, trans-Yield 76.6%

Conditions

Temperature: 250 °C

Procedure

2nd method: A homogenized mixture of (1R,6R)-2-oxa-5,8-diazabicyclo[4.3.0]nonane dihydrobromide and 620 mg (11 mmol) of powdered potassium hydroxide is distilled dry in a bulb tube apparatus at 0.2 mbar and increasing oven temperature to 250° C. 490 mg (76.6% of theory) of (1R,6R)-2-oxa-5,8-diazabicyclo[4.3.0]nonane are obtained as a viscous oil, which slowly crystallizes.

Workup

distillationis distilled
customdry in a bulb tube apparatus at 0.2 mbar

Sources & evidence

ORD record: ord-1bf839afd8d44c85b110574de38945a8
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06133260

Reaction notes

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