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

HRID 34334ノート

反応式

HRID 34334 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-92c03c82a1e64f3caf538decb74211ff
出典データセット
uspto-grants-1988_08
特許番号
US04761424

反応ノート

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