Carbon Tetrachloride → 7-Chloromethyl-4-(3-thienyl)coumarin

HRID 2379178

反応式

HRID 2379178 の反応式
O[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:18]=[CH:17][S:16][CH:15]=3)=[CH:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1.CN(C)P(N(C)C)N(C)C.C(Cl)(Cl)(Cl)[Cl:30]>C1COCC1.CCOCC>[Cl:30][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([C:14]3[CH:18]=[CH:17][S:16][CH:15]=3)=[CH:8][C:9](=[O:13])[O:10]2)=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 5943Carbon TetrachlorideHCID 15355Hexamethylphosphorous triamideHCID 157805587-Hydroxymethyl-4-(3-thienyl)coumarin

生成物 1

HCID 157805597-Chloromethyl-4-(3-thienyl)coumarin

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the alcohol from Step 1 (1.65 g) and hexamethylphosphorous triamide in 35 mL THF at 0° C. was added CCl4 (1.3 mL) and the mixture stirred for 30 min. The mixture was diluted with Et2O, filtered, concentrated and the residue chromatographed (30% EtOAc/hexane) to provide the title compound as a solid, m.p. 125°-127° C.

後処理

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customthe residue chromatographed (30% EtOAc/hexane)

出典と根拠

ORDレコード
ord-4828045f914c4333a1b7673ed910096b
出典データセット
uspto-grants-1994_11
特許番号
US05360815

関連ノート

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