Acetic Anhydride → 7-Oxaspiro[3.5]nonane-6,8-dione

반응식

[C:1]1([CH2:9][C:10]([OH:12])=[O:11])([CH2:5][C:6]([OH:8])=O)[CH2:4][CH2:3][CH2:2]1.C(OC(=O)C)(=O)C>>[CH2:2]1[C:1]2([CH2:5][C:6](=[O:8])[O:12][C:10](=[O:11])[CH2:9]2)[CH2:4][CH2:3]1

참가 물질

반응물 2

HCID 7918Acetic Anhydride

HCID 187043182,2'-(Cyclobutane-1,1-diyl)diacetic acid

생성물 1

HCID 534387167-Oxaspiro[3.5]nonane-6,8-dione수율 52.8%

실험 절차

2,2′-(cyclobutane-1,1-diyl)diacetic acid (0.7 g, 4.07 mmol) was dissolved in acetic anhydride (5.75 mL, 61.0 mmol) and refluxed overnight. The solution was cooled to r.t. Acetic anhydride was removed under reduced pressure to give a brown oil, which was then recrystallized by dissolving in ether/hexanes, cooling to 0° C. and collecting crystals by vacuum filtration. The crystals were dried under vacuum overnight producing 7-oxaspiro[3.5]nonane-6,8-dione (2.147 mmol, 52.8% yield) as a light brown solid.

후처리

temperaturerefluxed overnight
customAcetic anhydride was removed under reduced pressure
customto give a brown oil, which
customwas then recrystallized
dissolutionby dissolving in ether/hexanes
temperaturecooling to 0° C.
customcollecting crystals
filtrationby vacuum filtration
customThe crystals were dried under vacuum overnight

출처 및 근거

ORD 기록: ord-e96fc88d5b2b4d42afd7444b499dc313
출처 데이터셋: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09284283B2

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