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Water → methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate

HRID 2414263
ノート
印刷プレビュー

反応式

HRID 2414263 の反応式
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([Cl:15])=[C:7]([CH:14]=1)[CH2:8][NH:9][C:10](=[O:13])[O:11][CH3:12].[C-:16]#[N:17].[Na+].O.C(OCC)(=O)C>CN(C)C=O>[Cl:15][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][C:16]#[N:17])=[CH:14][C:7]=1[CH2:8][NH:9][C:10](=[O:13])[O:11][CH3:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 8929Sodium CyanideHCID 22645123methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate

生成物 1

HCID 12151315methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate収率 69.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

2.3 g of the methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate obtained in Reference Example 3 was dissolved in 20 ml of N,N-dimethylformamide, and 0.43 g of sodium cyanide was added thereto at 0° C. Stirring was carried out at 0° C. for 1 hour, and stirring was carried out further for 4 hours at room temperature, then water was added to the reaction mixture, extraction with ethyl acetate was carried out, and the organic solvent was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with hexane to obtain 1.3 g of methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate as white crystals.

後処理

  1. customat 0° C
  2. stirringstirring
  3. waitwas carried out further for 4 hours at room temperature
  4. dry with materialthe organic solvent was dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe obtained crude crystals
  7. washwere washed with hexane

出典と根拠

ORDレコード
ord-a9ec752451f644f3b4de74b0f20d79a4
出典データセット
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06812229B1

反応ノート

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