Sulfuric Acid → t-Butyl fur-2-ylglyoxylate

HRID 597545

反応式

HRID 597545 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([OH:9])=[O:8].[CH3:11][C:12](=[CH2:14])[CH3:13].S(=O)(=O)(O)O>CCOCC>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([O:9][C:12]([CH3:14])([CH3:13])[CH3:11])=[O:8]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 738462-Furylglyoxylic acid

生成物 1

HCID 13187906t-Butyl fur-2-ylglyoxylate

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Fur-2-ylglyoxylic acid (12.5g) and liquid isobutylene (ca 25 ml) were added to a cooled stirred solution of sulphuric acid (10 ml) in anhydrous ether (100 ml) and the solution was kept at 3° C for 3 days. Ether (150 ml) was added, the solution washed with aqueous sodium bicarbonate solution until free from acid, dried over sodium sulphate and evaporated, giving a brown oil. The oil was distilled at 76°-82° C/0.3 mm, giving t-butyl fur-2-ylglyoxylate (11.6g) λmax (EtOH) 233 (ε2,080) and 286 nm (ε11,700), νmax (CHBr3) 1718 (CO2But) and 1664 cm-1 (=C-CO-), τ (DMSO.d 6; 60 MHz) 1.80, 2,32, 3.15 (furyl protons) and 8.41 (But).

後処理

  1. washthe solution washed with aqueous sodium bicarbonate solution until free from acid
  2. dry with materialdried over sodium sulphate
  3. customevaporated
  4. customgiving a brown oil
  5. distillationThe oil was distilled at 76°-82° C/0.3 mm

出典と根拠

ORDレコード
ord-c34eb97833c145329abdcfdbe2bcd2f6
出典データセット
uspto-grants-1977_03
特許番号
US04014869

関連ノート

読み込み中…