Chlorosuccinimide → (1E)-N-hydroxy-4-phenylmethoxybenzenecarboximidoyl chloride

HRID 75842

反応式

HRID 75842 の反応式
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][C:12](/[CH:13]=[N:14]\[OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:18]N1C(=O)CCC1=O>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12](/[C:13](/[Cl:18])=[N:14]\[OH:15])=[CH:16][CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 2

HCID 31398ChlorosuccinimideHCID 5403280(Z)-4-(benzyloxy)benzaldehyde oxime

生成物 1

HCID 10901405(1E)-N-hydroxy-4-phenylmethoxybenzenecarboximidoyl chloride

実験手順

To (Z)-4-(benzyloxy)benzaldehyde oxime (11.3 g) in N,N′-Dimethyl formamide (57 ml), N-Chlorosuccinimide (7.98 g) was added and the reaction mixture was stirred for 3 hours and then solvent was evaporated to dark brown residue. To this residue water was added and extracted with Ethyl acetate. Organic layer was collected and dried over Na2SO4 and concentrated to obtain pale brown solid, which was crystallized from DCM-Petroleum ether to obtain the title compound as white solid. Yield: 7.9 g (60%); 1HNMR (DMSO-d6; 300 MHz): δ 12.17 (s, 1H), 7.73 (d, 2H), 7.33-7.47 (m, 5H), 7.11 (d, 2H) 5.16 (s, 2H).

後処理

  1. customsolvent was evaporated to dark brown residue
  2. additionTo this residue water was added
  3. extractionextracted with Ethyl acetate
  4. customOrganic layer was collected
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customto obtain pale brown solid, which
  8. customwas crystallized from DCM-Petroleum ether

出典と根拠

ORDレコード
ord-0ef6adba63234c178b2ce0821706cf56
出典データセット
uspto-grants-2014_09
特許番号
US08835428B2

関連ノート

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