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Hydrochloric Acid → Methyl 5-tert-butylfuran-2-carboxylate

HRID 537749
ノート
印刷プレビュー

反応式

HRID 537749 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[O:5]1[CH:9]=[CH:8][CH:7]=[C:6]1[C:10]([O:12][CH3:13])=[O:11].[C:14](Br)([CH3:17])([CH3:16])[CH3:15].Cl>C(=S)=S>[C:14]([C:9]1[O:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=1)([CH3:17])([CH3:16])[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10485t-Butyl bromideHCID 11902Methyl 2-furoateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 250082Methyl 5-tert-butylfuran-2-carboxylate

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

AlCl3 (25.4 g, 190 mmol) is added batchwise to methyl furan-2-carboxylate (20.0 g, 159 mmol) and tert.-butylbromide (21.4 mL, 190 mmol) in CS2 (200 mL) while cooling with ice and the mixture is stirred for 6 h at RT. The reaction mixture is poured onto ice water, mixed with conc. hydrochloric acid (25 mL) and stirred for 10 min. Then the aqueous phase is extracted 2× with 200 mL EA. The combined organic phase is dried on Na2SO4, filtered and evaporated down using the rotary evaporator. The methyl 5-tert.-butyl-furan-2-carboxylate thus obtained is used further without any additional purification steps.

後処理

  1. temperaturewhile cooling with ice
  2. additionThe reaction mixture is poured onto ice water
  3. stirringstirred for 10 min
  4. extractionThen the aqueous phase is extracted 2× with 200 mL EA
  5. customThe combined organic phase is dried on Na2SO4
  6. filtrationfiltered
  7. customevaporated down
  8. customthe rotary evaporator

出典と根拠

ORDレコード
ord-2db3cf5d459d43328f9035965ebf1810
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08865703B2

反応ノート

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