Tetrahydrofuran → 4-n-Butylidene-4,5,6,7-tetrahydrobenzo[b]furan

HRID 2289432

反応式

HRID 2289432 の反応式
O=[C:2]1[C:10]2[CH:9]=[CH:8][O:7][C:6]=2[CH2:5][CH2:4][CH2:3]1.[CH2:11]1[CH2:15]O[CH2:13][CH2:12]1.C([Mg]Br)CCC.[NH4+].[Cl-]>CCOC(C)=O>[CH:15](=[C:2]1[C:10]2[CH:9]=[CH:8][O:7][C:6]=2[CH2:5][CH2:4][CH2:3]1)[CH2:11][CH2:12][CH3:13]

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 27335414,5,6,7-Tetrahydro-1-benzofuran-4-oneHCID 178418682HCID 178418682、化合物

生成物 1

HCID 545187564-n-Butylidene-4,5,6,7-tetrahydrobenzo[b]furan

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of 4-oxo-4,5,6,7-tetrahydrobenzo[b]furan (20.06 g) and THF (200 ml) was added dropwise 2M n-butylmagnesium bromide with ice-water cooling over 15 minutes. The mixture was stirred at r.t. overnight. The reaction mixture was poured into a mixture of a saturated aqueous solution of NH4Cl and AcOEt. The separated organic layer was washed with water and brine, and dried over MgSO4, and evaporated. The resulting oil was purified by chromatography on SiO2 (CHCl3 as eluent) to give 4-n-butylidene-4,5,6,7-tetrahydrobenzo[b]furan as a yellow oil (12.06 g).

後処理

  1. washThe separated organic layer was washed with water and brine
  2. dry with materialdried over MgSO4
  3. customevaporated
  4. customThe resulting oil was purified by chromatography on SiO2 (CHCl3 as eluent)

出典と根拠

ORDレコード
ord-b734d03058194cb3b02b48b65a261790
出典データセット
uspto-grants-2000_07
特許番号
US06093710

関連ノート

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