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Benzyl Bromide → HCID 59226034、化合物

HRID 38446
ノート
印刷プレビュー

反応式

HRID 38446 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH3:12])[C:8](=[O:13])[NH:7][CH:6]=[CH:5]2.[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCCC1.C(OCC)(=O)C.C(=O)([O-])[O-].[Ag+2]>[CH2:14]([O:13][C:8]1[C:9]2[C:4](=[CH:3][C:2]([F:1])=[C:11]([CH3:12])[CH:10]=2)[CH:5]=[CH:6][N:7]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 7498Benzyl Bromide2 回HCID 592260506-Fluoro-7-methylisoquinolin-1(2H)-one

生成物 1

HCID 59226034HCID 59226034、化合物収率 15.1%

試薬・触媒・溶媒 3

HCID 178418647HCID 178418647、化合物触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate
溶媒

反応条件

温度
70 °C

実験手順

6-Fluoro-7-methyl-2H-isoquinolin-1-one (prepared as described in WO2007012421, 13.2 g, mmol) was dissolved in tetrahydrofurane (175 mL). After addition of silver carbonate (41.2 g), benzyl bromide (15.3 g) was added dropwise. The mixture was stirred overnight. The mixture was heated to 70° C. and another 3 mL of benzyl bromide were added. Heating was continued until no further conversion was observed. The mixture was taken up in ethyl acetate, filtered over celite, evaporated and the residue was taken up in little ethyl acetate. The formed precipitate was filtered off to give 3.0 g of (2). The mother liquor was concentrated and chromatographed on silica gel to yield another 8.6 g of (2). Rt=4.00 min (Method 2). Detected mass: 268.1 (M+H+).

後処理

  1. additionwas added dropwise
  2. temperatureHeating
  3. filtrationfiltered over celite
  4. customevaporated
  5. filtrationThe formed precipitate was filtered off

出典と根拠

ORDレコード
ord-87f707211df34d2d8cfc817ce3ac0921
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08524737B2

反応ノート

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