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

HRID 2379178

반응식

HRID 2379178 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4828045f914c4333a1b7673ed910096b
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05360815

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