Lithium borohydride → 7-Hydroxymethyl-6,7-dihydrodibenzo[c,e]azepin-5-one

HRID 660573

反応式

HRID 660573 の反応式
C[O:2][C:3]([CH:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]2[CH:16]=[CH:17][CH:18]=[CH:19][C:8]=2[C:7](=[O:20])[NH:6]1)=O.[Li+].[BH4-]>CO>[OH:2][CH2:3][CH:5]1[NH:6][C:7](=[O:20])[C:8]2[CH:19]=[CH:18][CH:17]=[CH:16][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2

参加物

4

反応物 2

HCID 4148881Lithium borohydride2 回HCID 688384697-Oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic Acid Methyl Ester

生成物 1

HCID 688422237-Hydroxymethyl-6,7-dihydrodibenzo[c,e]azepin-5-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 7-oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic acid methyl ester (120 mg, 0.45 mmol) in MeOH (5 mL) at 0° C. is added LiBH4 (20 mg, 0.9 mmol). The mixture is allowed to warm to RT and stirred there for 18 h. Additional LiBH4 is added until starting material is consumed. The solvent is removed under reduced pressure and water is added. The mixture is extracted with EtOAc and the organic phase is washed with brine and dried over magnesium sulfate. The solvent is removed under reduced pressure to give the title compound which is used directly in the next step.

後処理

  1. customis consumed
  2. customThe solvent is removed under reduced pressure and water
  3. additionis added
  4. extractionThe mixture is extracted with EtOAc
  5. washthe organic phase is washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-f34b84d44a934cc78da113115b2f44ba
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

関連ノート

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