Sodium hydride → 2,3,4,5-Tetrahydro-1-benzoxepine

HRID 1650365ノート

反応式

HRID 1650365 の反応式
[H-].[Na+].S(O[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[OH:20])(C1C=CC(C)=CC=1)(=O)=O>C1COCC1.C(OCC)(=O)C.[Cl-].[Na+].O.O>[O:20]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH2:16][CH2:15][CH2:14][CH2:19]1

参加物

7

反応物 2

HCID 24758Sodium hydrideHCID 17221462-Hydroxyphenyl 4-methylbenzenesulfonate

生成物 1

HCID 225522,3,4,5-Tetrahydro-1-benzoxepine

試薬・触媒・溶媒 4

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

To a mixture of 18.22g of sodium hydride (60% dispersed in mineral oil) and 200 ml THF is added dropwise at 0° C. a solution of 146 g of o-tosyloxyphenol in 100 ml of THF. The reaction mixture is allowed to come to room temperature overnight. The reaction mixture is then chilled and 20 ml of H2O is added slowly. The mixture is then diluted with ethyl acetate and with brine and water. The organic layer is dried (MgSO4), filtered, and concentrated purification by flash column chromatography affords 2,3,4,5-tetrahydro-1-benzoxepin.

後処理

  1. temperatureThe reaction mixture is then chilled
  2. dry with materialThe organic layer is dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurification by flash column chromatography

出典と根拠

ORDレコード
ord-8f76ee8253404f59a662291763e54a25
出典データセット
uspto-grants-1990_05
特許番号
US04924010

反応ノート

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