Oxygen → Ethyl sorbate

HRID 351326

반응식

HRID 351326 반응식
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH2:8]([OH:11])[CH2:9][CH3:10].[OH:12]N1[C:17](=[O:18])[C:16]2=CC=C[CH:22]=[C:15]2[C:14]1=O.C(#N)C.O=O>C([O-])(=O)C.[Co+2].C([O-])(=O)C>[OH:12][CH:2]([CH2:3][CH:8]([OH:11])[CH2:9][CH3:10])[C:1]([O:5][CH2:6][CH3:7])=[O:4].[CH2:16]([CH:17]1[O:18][C:8](=[O:11])[CH:9]([OH:4])[CH2:10]1)[CH3:15].[C:1]([O:5][CH2:6][CH3:7])(=[O:4])/[CH:2]=[CH:3]/[CH:14]=[CH:15]/[CH3:22]

참가 물질

9

반응물 5

HCID 977OxygenHCID 10311-PropanolHCID 6342AcetonitrileHCID 8821Ethyl AcrylateHCID 10665N-Hydroxyphthalimide

생성물 3

HCID 1550470Ethyl sorbateHCID 219334154-Ethyl-2-hydroxy-gamma-butyrolactoneHCID 21933454Ethyl 2,4-dihydroxyhexanoate

시약·촉매·용매 1

HCID 6277Cobalt diacetate촉매

실험 절차

A mixture of 10 mmol of ethyl acrylate, 100 mmol of n-propyl alcohol, 1 mmol of N-hydroxyphthalimide, 0.01 mmol of cobalt(II) acetate, 0.1 mmol of acetylacetonatocobalt(III), and 54 mmol of acetonitrile was stirred at 50° C. in an oxygen atmosphere (1 atm) for 8 hours. A reaction mixture was concentrated, and the concentrate was subjected to column chromatography on a silica gel to yield ethyl 2,4-dihydroxyhexanoate, γ-ethyl-α-hydroxy-γ-butyrolactone, and ethyl sorbate in yields of 14%, 40%, and 2%, respectively. The conversion rate from ethyl acrylate was 72%.

후처리

  1. concentrationA reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-3ada7aef855e4d81ab8746a11ed15ca6
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183423B1

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