Water → 3,5-Dioxohexanoic acid

반응식

[C:1]1(=[O:8])[CH:6]=[CH:5]C(=O)C=[CH:2]1.S(=O)(=O)(O)O.[OH2:14].C([O:18][C:19](=[O:21])[CH3:20])(=O)C>>[CH3:2][C:1]([CH2:6][C:5]([CH2:20][C:19]([OH:18])=[O:21])=[O:14])=[O:8]

참가 물질

반응물 4

HCID 962Water

HCID 1118Sulfuric Acid

HCID 4650Quinone

HCID 7918Acetic Anhydride

생성물 1

HCID 54598443,5-Dioxohexanoic acid

반응 조건

온도: 32 °C

실험 절차

The benzoquinone (4) (2 g) was dissolved in acetic anhydride (5 ml) and concentrated sulfuric acid (0.5 ml) was added slowly. The mixture was stirred in the dark at a temperature of 32° C. and monitored by HPLC. After a period of time of 44 h, the reaction was worked up by pouring into iced water (50 ml) and extracting with dichloromethane (3×20 ml). The combined organics were washed with bicarbonate solution (3×50 ml), water (100 ml), dried (MgSO4), filtered and evaporated to yield triacetate (5) which solidified (1.78 g).

후처리

extractionextracting with dichloromethane (3×20 ml)
washThe combined organics were washed with bicarbonate solution (3×50 ml), water (100 ml)
dry with materialdried (MgSO4)
filtrationfiltered
customevaporated

출처 및 근거

ORD 기록: ord-e85a0bc6f2004c73a75a57e0c1fcb0c9
출처 데이터셋: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09447010B2

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