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Benzyl Bromide → HCID 58975516、化合物

HRID 1178778
ノート
印刷プレビュー

反応式

HRID 1178778 の反応式
[C:1]([O:5][C:6](=[O:19])[NH:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][C:9]1=[O:18])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[Cs+].[Cs+].[CH2:26](Br)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C=O)C>[C:1]([O:5][C:6](=[O:19])[NH:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:9]1=[O:18])([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 21974600tert-Butyl (2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)carbamate

生成物 1

HCID 58975516HCID 58975516、化合物収率 88.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1A (95 mg, 0.36 mmol) in DMF (2 mL) was added Cs2CO3 (260 mg, 0.8 mmol), followed by benzyl bromide (74 mg, 0.43 mmol). After stirring at RT under argon for 4 h, the mixture was partitioned between water and EtOAc. The aqueous layer was extracted with EtOAc (20 mL). The combined organic layers were washed with brine, dried (Na2SO4), and evaporated under vacuum. The resulting residue was chromatographed on silica gel (10 g) eluted with 20-30% EtOAc in hexane (step-wise gradient) to obtain the title compound (112 mg, 88%).

後処理

  1. customthe mixture was partitioned between water and EtOAc
  2. extractionThe aqueous layer was extracted with EtOAc (20 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated under vacuum
  6. customThe resulting residue was chromatographed on silica gel (10 g)
  7. washeluted with 20-30% EtOAc in hexane (step-wise gradient)

出典と根拠

ORDレコード
ord-11a57db231a0449f8bdf2527678f1c84
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07276608B2

反応ノート

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