Hydrochloric Acid → 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]phenylmethanol

HRID 2268496노트

반응식

HRID 2268496 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:14]2[CH2:15][CH2:16][CH:17]([CH2:20][CH2:21][O:22][C:23]3[CH:33]=[CH:32][C:26]([C:27](OCC)=[O:28])=[CH:25][CH:24]=3)[CH2:18][CH2:19][C:13]=2[C:12]([O:34][CH3:35])=[C:11]([O:36][CH3:37])[C:10]=1[O:38][CH3:39].Cl>C(OCC)C.C1COCC1.O>[CH3:35][O:34][C:12]1[C:13]2[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][O:22][C:23]3[CH:24]=[CH:25][C:26]([CH2:27][OH:28])=[CH:32][CH:33]=3)[CH2:16][CH2:15][C:14]=2[C:9]([O:8][CH3:7])=[C:10]([O:38][CH3:39])[C:11]=1[O:36][CH3:37]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 18348644Ethyl 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 183485334-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]phenylmethanol수율 63.7%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of lithium aluminum hydride (91.8 mg) in diethyl ether (10 ml) was dropwise added a solution of ethyl 4-[2-(1,2,3,4-tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate (553 mg) in THF (10 ml) with cooling with ice. After stirring was continued for 15 min, 10% hydrochloric acid was added to the reaction mixture, which was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was recrystallized from hexane-ethyl acetate to yield the entitled compound (320 mg) as crystals.

후처리

  1. temperaturewith cooling with ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. customdried
  5. customThe solvent was removed in vacuo
  6. customThe residue was recrystallized from hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-a9ebfb5512ee46e08197e211a5c16d90
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

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