Chlorotrimethylsilane → 6-(1,3-Benzodioxol-5-yl)-3-benzylsulfanyl-4-hydroxy-pyran-2-one

HRID 613083

반응식

HRID 613083 반응식
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([C:10](=[O:12])[CH3:11])=[CH:4][C:3]=2[O:2]1.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].Cl[Si](C)(C)C.[C:28]1([CH2:34][S:35][CH:36]([C:40](O)=[O:41])[C:37](O)=[O:38])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1COCC1>[O:9]1[C:8]2[CH:7]=[CH:6][C:5]([C:10]3[O:12][C:37](=[O:38])[C:36]([S:35][CH2:34][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[C:40]([OH:41])[CH:11]=3)=[CH:4][C:3]=2[O:2][CH2:1]1

참가 물질

6

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 76622AcetopiperoneHCID 2733832Lithium HexamethyldisilazideHCID 19596125[(Phenylmethyl)thio]propanedioic acid

생성물 1

HCID 546811796-(1,3-Benzodioxol-5-yl)-3-benzylsulfanyl-4-hydroxy-pyran-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The title compound was prepared by Method A using 3',4'-(methylenedioxy)acetophenone (0.871 g, 5.31 mmol), lithium bis(trimethylsilyl)amide (0.977 g, 5.84 mmol), chlorotrimethylsilane (0.741 mL, 5.84 mmol), THF (58 mL), and diethyl ester of [(phenylmethyl)thio] propanedioic acid (1.00 g, 3.54 mmol). m.p. dec. 170° C.; 1H NMR (400 MHz, DMSO-d6) δ3.98 (s, 2 H), 6.13 (s, 2 H), 6.61 (s, 1 H), 7.05 (d, 2 H), 7.27 (m, 7 H).

후처리

  1. custom170° C.

출처 및 근거

ORD 기록
ord-01e1fba221c64f5aa5ba568fde84aeca
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06005103

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