Dichloromethane → 2-Chloro-1,2-bis(4-methoxyphenyl)ethan-1-one

HRID 1638129ノート

反応式

HRID 1638129 の反応式
[C:1]1([C:9]([CH:11]([C:13]2[CH:20]=[CH:19][C:16]([O:17][CH3:18])=[CH:15][CH:14]=2)O)=[O:10])[CH:8]=[CH:7][C:4]([O:5][CH3:6])=[CH:3][CH:2]=1.C(Cl)[Cl:22].S(Cl)(Cl)=O>N1C=CC=CC=1>[Cl:22][CH:11]([C:13]1[CH:20]=[CH:19][C:16]([O:17][CH3:18])=[CH:15][CH:14]=1)[C:9](=[O:10])[C:1]1[CH:8]=[CH:7][C:4]([O:5][CH3:6])=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 954154,4'-Dimethoxybenzoin

生成物 1

HCID 38625232-Chloro-1,2-bis(4-methoxyphenyl)ethan-1-one

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Anisoin (2.87 g), 100 mL of methylene chloride, and pyridine (2.02 g) are placed in a flask under nitrogen. Thionyl chloride (1.60 ml) is added dropwise over 5 minutes using a water bath to maintain the reaction temperature between 25° C. and 30° C. After allowing the mixture stir for 50 minutes the reaction is quenched by washing with water (2×100 mL) and 100 mL of brine. The organics are dried over sodium sulfate, filtered, then concentrated. The resulting oil is taken up in 25 mL of diethyl ether and filtered. The filter cake is rinsed with 25 ml of diethyl ether. To the filtrate is added 25 ml of ethanol and the solution is concentrated. Crystals are allowed to form over 24 hours. The precipitate which forms is filtered, washed with 25 mL of ethanol, and dried in vacuo at 45° C. to give 4.00 g of product. (69%). Analysis calculated for C16H14ClO3 : C, 66.10; H, 5.20; Cl, 12.19. Found: C, 66.29; H, 5.32; Cl, 12.56. MS(FD) 290.

後処理

  1. temperatureto maintain the reaction temperature between 25° C. and 30° C
  2. customis quenched
  3. washby washing with water (2×100 mL) and 100 mL of brine
  4. dry with materialThe organics are dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. filtrationfiltered
  8. washThe filter cake is rinsed with 25 ml of diethyl ether
  9. additionTo the filtrate is added 25 ml of ethanol
  10. concentrationthe solution is concentrated
  11. customto form over 24 hours
  12. filtrationThe precipitate which forms is filtered
  13. washwashed with 25 mL of ethanol
  14. customdried in vacuo at 45° C.

出典と根拠

ORDレコード
ord-42f9f1190c4a41199fd6167716613d19
出典データセット
uspto-grants-2000_03
特許番号
US06043360

反応ノート

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