Sodium borohydride → 2-((2,4-Dichlorobenzyl)(methyl)amino)-1-phenylethanol

HRID 1479360노트

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HRID 1479360 반응식
[Cl:1][C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:3]=1[CH2:4][N:5]([CH3:15])[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:3]=1[CH2:4][N:5]([CH3:15])[CH2:6][CH:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[OH:8]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 223868992-((2,4-Dichlorobenzyl)(methyl)amino)-1-phenylethanone

생성물 1

HCID 223868152-((2,4-Dichlorobenzyl)(methyl)amino)-1-phenylethanol수율 79%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
0 °C

실험 절차

Into a 250 ml 3-necked roundbottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-((2,4-dichlorobenzyl)(methyl)amino)-1-phenylethanone (4.3 g, 14.01 mmol, 1.00 equiv) in methanol (50 mL). This was followed by the addition of NaBH4 (1.5 g, 39.47 mmol, 2.82 equiv) in several batches at 0° C. The resulting solution was stirred for 30 min at 0° C. in a water/ice bath. The reaction was then quenched by the addition of 20 mL of acetone. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:80˜1:20). This resulted in 3.4 g (79%) of the title compound as a white solid.

후처리

  1. customInto a 250 ml 3-necked roundbottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. customThe reaction was then quenched by the addition of 20 mL of acetone
  4. concentrationThe resulting mixture was concentrated under vacuum

출처 및 근거

ORD 기록
ord-27974ff0eff843839079533ff852ebb0
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09408840B2

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