p-Toluenesulfonic acid → HCID 22590342、化合物

HRID 23756

反応式

HRID 23756 の反応式
[CH2:1]([O:4][C:5]1[C:9]([O:10][CH2:11][CH2:12][CH3:13])=[CH:8][S:7][CH:6]=1)CC.C(O)C(O)CC[CH2:18][CH2:19][OH:20].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[O:10]1[CH:11]([CH2:12][CH2:13][CH2:18][CH2:19][OH:20])[CH2:1][O:4][C:5]2=[CH:6][S:7][CH:8]=[C:9]12

参加物

4

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 78231,2,6-HexanetriolHCID 114013973,4-Di-n-propoxythiophene

生成物 1

HCID 22590342HCID 22590342、化合物

実験手順

9.06 g (45.2 mmol) of 3,4-di-n-propoxythiophene, 30.3 g (226 mmol) of 1,2,6-hexanetriol and 0.09 g (0.5 mmol) of p-toluenesulphonic acid are heated to 150 to 165° C. (bath temperature) under N2 for 3 h. During this time, 5.8 g of distillate (substantially n-propanol) were collected. The cooled liquid was diluted with 50 ml of methylene chloride, washed to neutrality and to free it of hexanetriol with water and the organic phase was dried over Na2SO4. After filtering and evaporating the methylene chloride, the residue (6.73 g=74.8% of theory) was identified by 1H NMR spectroscopy (in CDCl3 against TMS) using δ=6.30 ppm (2H, thiophene H) and 2.85 ppm (1H, OH) as being substantially 4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)-1-butanol.

後処理

  1. distillationDuring this time, 5.8 g of distillate (substantially n-propanol) were collected
  2. additionThe cooled liquid was diluted with 50 ml of methylene chloride
  3. washwashed to neutrality
  4. dry with materialthe organic phase was dried over Na2SO4
  5. filtrationAfter filtering
  6. customevaporating the methylene chloride

出典と根拠

ORDレコード
ord-d92287d6b2ae41aa84fbe9104e260357
出典データセット
uspto-grants-2005_02
特許番号
US06852831B2

関連ノート

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