Acrylonitrile → HCID 86748707, 화합물

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[F:1][C:2]1[C:3]([OH:12])=[C:4]([C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)[CH:5]=O.[C:13](#[N:16])[CH:14]=[CH2:15]>>[C:13]([C:14]1[CH2:15][O:12][C:3]2[C:4]([CH:5]=1)=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:2]=2[F:1])#[N:16]

참가 물질

반응물 2

HCID 7855Acrylonitrile

HCID 190282303-Fluoro-2-hydroxy-6-methoxybenzaldehyde

생성물 1

HCID 86748707HCID 86748707, 화합물수율 13.6%

실험 절차

Crude 3-fluoro-hydroxy-6-methoxybenzaldehyde (8.0 g) from above, acrylonitrile (13 mL; 193 mmol) and 1,4.diazadicyclo[2,2,2]octane (0.66 g; 5.9 mmol) were refluxed in a three-necked round-bottom flask (50 mL) under nitrogen for 4 h. Rotary-evaporation of the volatiles left a thick, red oil which was flash-chromatographed on a silica column eluted with methylene chloride/n-hexane (4:5). Concentration of relevant fractions gave an impure product (91% GC) which was crystallized form EtOAc to give 1.31 g of the title compound as colourless bars. Mp. 133°-135° C.

후처리

customRotary-evaporation of the volatiles
waitleft a thick, red oil which
customwas flash-chromatographed on a silica column
washeluted with methylene chloride/n-hexane (4:5)
customConcentration of relevant fractions gave an impure product (91% GC) which
customwas crystallized form EtOAc

출처 및 근거

ORD 기록: ord-39220dde0b124107bd422e8cadb222a5
출처 데이터셋: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05641807

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