Hydrochloric Acid → 3-(Chloromethyl)benzo(b)thiophene
反応式
[ClH:1].[CH:2]1[CH:3]=[CH:4][C:5]2[S:10][CH:9]=[CH:8][C:6]=2[CH:7]=1.[CH2:11]=O>O>[Cl:1][CH2:11][C:8]1[C:6]2[CH:7]=[CH:2][CH:3]=[CH:4][C:5]=2[S:10][CH:9]=1参加物
5
実験手順
HCl (g) was bubbled vigorously through a mixture of thianaphthene (17.0 g, 126.68 mmol), 37% aq. formaldehyde (15 mL) and conc HCl (15 mL) until the reaction temperature rose to 65° C. At this time, the flow of HCl gas was reduced to a slow stream which was maintained for 1.5 hour. The reaction mixture was diluted with H2O (50 mL) and subsequently extracted with ether (2×50 mL). The combined ethereal extracts were dried over Na2SO4 and concentrated under reduced pressure to yield 1 as a straw colored liquid 21.0 g (90.7%). 1H NMR (CDCl3) δ4.90 (s, 2, CH2 --C1), 7.25 (s, 1, CH--S), 7.45 (m, 2, phenyl), 7.88 (m, 2, phenyl).
後処理
- customrose to 65° C
- temperaturewas maintained for 1.5 hour
- extractionsubsequently extracted with ether (2×50 mL)
- dry with materialThe combined ethereal extracts were dried over Na2SO4
- concentrationconcentrated under reduced pressure
- customto yield 1 as a straw
出典と根拠
- ORDレコード
- ord-4a64d5c86d89453f8da12d0d79fb5c16
- 出典データセット
- uspto-grants-1997_04
- 特許番号
- US05616575
反応ノート
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