Oxalyl chloride → 4H-[1]-Benzothiopyrano[4,3-b]furan-2,3-dione

HRID 1649851노트

반응식

HRID 1649851 반응식
C[Si](C)(C)[O:3][C:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[S:7][CH2:6][CH:5]=1.[C:16](Cl)(=[O:20])[C:17](Cl)=[O:18]>CCOCC>[O:3]1[C:17](=[O:18])[C:16](=[O:20])[C:5]2[CH2:6][S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:4]1=2

참가 물질

4

반응물 2

HCID 65578Oxalyl chlorideHCID 127939784-[trimethyl[silyl]oxy]-2H-benzothiopyran

생성물 1

HCID 142558494H-[1]-Benzothiopyrano[4,3-b]furan-2,3-dione수율 82.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

To a stirred mixture of 4-[trimethyl[silyl]oxy]-2H-benzothiopyran (380.5 g, 1.609 mol), prepared according to the method of L. Hellberg et al, Tet. Letters, 3553-3554 (1974), and one liter of diethyl ether, were added 103.8 g (0.818 mol) of oxalyl chloride in a dropwise manner over a period of 50 minutes at room temperature under nitrogen. The mixture was stirred at room temperature for 17 hours after which time the ether was removed under reduced pressure. The residue was triturated with isopropyl ether/hexane to give 146.9 g (82.3%) of a brown crystalline solid, mp 156° C. (dec).

후처리

  1. customprepared
  2. customwas removed under reduced pressure
  3. customThe residue was triturated with isopropyl ether/hexane

출처 및 근거

ORD 기록
ord-b39a841c4e564792b6df3e85c3b00202
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04921871

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