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

HRID 660573

반응식

HRID 660573 반응식
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

참가 물질

4

반응물 2

HCID 4148881Lithium borohydride2회HCID 688384697-Oxo-6,7-dihydro-5H-dibenzo[c,e]azepine-5-carboxylic Acid Methyl Ester

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f34b84d44a934cc78da113115b2f44ba
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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