alpha-Hydroxyacetophenone → Cinnamoylbenzene

HRID 2095974

반응식

HRID 2095974 반응식
O[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].N1([C:16]2[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18]N=2)CCCC1.O([CH3:26])[Na]>C1COCC1>[C:19]1([CH:20]=[CH:2][C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:4])[CH:18]=[CH:26][CH:16]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 68490alpha-HydroxyacetophenoneHCID 27947756-(Pyrrolidin-1-yl)pyridine-3-carbaldehydeHCID 178418582HCID 178418582, 화합물

생성물 1

HCID 7189Cinnamoylbenzene수율 65%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1.85 g (13.6 mmol) of 2-hydroxyacetophenone, 2.0 g of 6-(pyrrolidin-1-yl)nicotinaldehyde (1.34 mmol), and 10 ml of 25% NaOCH3 were reacted in 50 ml of dry THF to give 2.2 g (65%) of chalcone after purification. 1H NMR (300 MHz, CDCl3): δ 13.13 (bs, 1H), 8.34 (d, J=2.4 Hz, 1H), 7.85 (d, J=15.3 Hz, 1H), 7.84 (d, J=1.5 Hz, 1H), 7.74 (d, d, J=2.4, 9.0 Hz, 1H), 7.43 (d, d, d, J=1.5, 7.2, 8.4 Hz, 1H), 7.37 (d, J=15.3 Hz, 1H), 6.98 (d, d, J=0.9, 8.4 Hz, 1H), 6.89 (d, d, d, J=0.9, 7.2, 8.1 Hz, 1H), 6.37 (d, J=9.0 Hz, 1H), 3.49 (bs, 4H), 2.05-1.96 (m, 4H).

출처 및 근거

ORD 기록
ord-d452afd942964a1eb4c45fb9630cbedf
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08449936B2

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