Dichloromethane → HCID 71245552、化合物

HRID 628224ノート

反応式

HRID 628224 の反応式
C(O[CH:4](OCC)[CH2:5][S:6][C:7]1[C:16]([O:17][CH3:18])=[CH:15][C:14]2[C:9](=[CH:10][C:11]([O:28][CH3:29])=[C:12]([S:19][CH2:20][CH:21](OCC)OCC)[CH:13]=2)[CH:8]=1)C.ClC1C=CC=CC=1.ClCCl>CO>[CH3:29][O:28][C:11]1[C:12]2[S:19][CH:20]=[CH:21][C:13]=2[C:14]2[CH:15]=[C:16]([O:17][CH3:18])[C:7]3[S:6][CH:5]=[CH:4][C:8]=3[C:9]=2[CH:10]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 7964ChlorobenzeneHCID 866765302,6-Bis-(2,2-diethoxy-ethylsulfanyl)-3,7-dimethoxy-naphthalene

生成物 1

HCID 71245552HCID 71245552、化合物収率 66%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
140 °C

実験手順

2,6-Bis-(2,2-diethoxy-ethylsulfanyl)-3,7-dimethoxy-naphthalene (5.0 g, 10.3 mmol) and 6.8 g of 84% polyphorphoric acid were added into a 250 mL 3-neck flask equipped with a condenser. The system was flashed with argon for 15 minutes before 50 mL of anhydrous chlorobenzene was added. The mixture was heated at 140° C. for 40 hours before it was cooled down to room temperature. Dichloromethane (100 mL) was added. The organic mixture was washed with saturated NaHCO3 before the solvent was removed under vacuum. Methanol (100 mL) was added before 5,10-dimethoxy-1,6-dithia-dicyclopenta[a,f]naphthalene (2.0 g, ˜66% yield) was collected as a white solid by filtration, washed with methanol and dried in vacuo. 1H NMR (CDCl3, 500 MHz): δ 7.97 (d, 2H, J=5.5 Hz), δ 7.62 (d, 2H, J=5.5 Hz), δ 7.51 (s, 2H), δ 4.18 (s, 6H).

後処理

  1. customequipped with a condenser
  2. additionwas added
  3. temperaturewas cooled down to room temperature
  4. washThe organic mixture was washed with saturated NaHCO3 before the solvent
  5. customwas removed under vacuum

出典と根拠

ORDレコード
ord-ce34f9fbaba146a58df4d91ccadba8c8
出典データセット
uspto-grants-2016_04
特許番号
US09312492B2

反応ノート

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