Diisobutylaluminumhydride → 10,11-Dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-ol

HRID 1872020

反応式

HRID 1872020 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][C:12]1[CH:28]=[CH:27][C:15]2[C:16](=[O:26])[C:17]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:18]=3[CH2:19][CH2:20][C:14]=2[CH:13]=1>O1CCCC1>[CH3:11][C:12]1[CH:28]=[CH:27][C:15]2[CH:16]([OH:26])[C:17]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:18]=3[CH2:19][CH2:20][C:14]=2[CH:13]=1

参加物

4

反応物 2

HCID 21225700DiisobutylaluminumhydrideHCID 2211720110,11-dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-one

生成物 1

HCID 1868974710,11-Dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Diisobutylaluminium hydride (5.5 ml of a 1M solution in tetrahydrofuran) was added dropwise to 10,11-dihydro-2,8-dimethyl-5H-dibenzo[a,d]cyclohepten-5-one (European Patent, 1993, 0 589 322 A1) (1.2 g) in tetrahydrofuran (20 ml) at-78 ° C. After 1 hour the cooling bath was removed and the reaction was stirred at r.t. for 2 hours. The reaction was quenched with brine and methanol. After 0.5 hours the reaction was partitioned between ethyl acetate and water. The ethyl acetate solution was washed with water, brine, dried (MgSO4) and evaporated. Purification was by chromatography eluting with toluene. Yield 1.2 g. Used directly in step (ii)

後処理

  1. customAfter 1 hour the cooling bath was removed
  2. customThe reaction was quenched with brine and methanol
  3. customAfter 0.5 hours the reaction was partitioned between ethyl acetate and water
  4. washThe ethyl acetate solution was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customPurification
  8. washeluting with toluene

出典と根拠

ORDレコード
ord-e02be76acde146da86d947344c9547d5
出典データセット
uspto-grants-2000_08
特許番号
US06107297

関連ノート

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