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

HRID 1723046노트

반응식

HRID 1723046 반응식
[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

참가 물질

7

반응물 2

HCID 24758Sodium hydrideHCID 17221462-Hydroxyphenyl 4-methylbenzenesulfonate

생성물 1

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

시약·촉매·용매 4

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매HCID 57417360Sodium chloride; water용매

실험 절차

To a mixture of 18.22 g 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.

후처리

  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

출처 및 근거

ORD 기록
ord-8732e9b3facf4ddfacd780301e351695
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859683

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