Acetic Acid → Thieno(2,3-b)thiophene, 3,4-dibromo-

HRID 1640328ノート

反応式

HRID 1640328 の反応式
Br[C:2]1[S:11][C:5]2[S:6][C:7](Br)=[C:8]([Br:9])[C:4]=2[C:3]=1[Br:12].C(O)(=O)C>[Zn].O>[Br:9][C:8]1[C:4]2[C:3]([Br:12])=[CH:2][S:11][C:5]=2[S:6][CH:7]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 143033Thieno(2,3-b)thiophene, 2,3,4,5-tetrabromo-

生成物 1

HCID 143030Thieno(2,3-b)thiophene, 3,4-dibromo-収率 72.5%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 962Water溶媒

実験手順

A mixture of 2,3,4,5-tetrabromothieno[2,3-b]thiophene (0.83 g, 1.8 mmol), zinc dust (0.29 g, 4.4 mmol), and acetic acid (30 ml) is refluxed for 2 h. The reaction mixture is poured into water, extracted with DCM, washed with aqueous saturated sodium carbonate solution, dried (Na2SO4), and concentrated under reduced pressure. The product is purified by recrystallisation from hot methanol to obtain white fibrous crystals (389 mg, 72%). M/Z (298, t, M+). Found C, 24.5; H, 0.8. Calc. for C6H2Br2S2C, 24.2; H, 0.7. 1H NMR (300 MHz, CDCl3) δ 7.32 (s, 2H). 13C NMR (300 MHz, CDCl3) δ 139.35, 137.42, 126.44, 102.96.

後処理

  1. temperatureis refluxed for 2 h
  2. extractionextracted with DCM
  3. washwashed with aqueous saturated sodium carbonate solution
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe product is purified by recrystallisation from hot methanol

出典と根拠

ORDレコード
ord-727fb6da539442389e9bf6d7b5bf3943
出典データセット
uspto-grants-2012_02
特許番号
US08114316B2

反応ノート

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