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Sodium triacetoxyborohydride → 2-(5-Benzoyl-2-nitro-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide

HRID 1968842
ノート
印刷プレビュー

反応式

HRID 1968842 の反応式
[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH:15]1([N:21]([CH3:28])[S:22]([CH2:25][CH2:26][NH2:27])(=[O:24])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.[C:29]([C:37]1[CH:38]=[CH:39][C:40]([N+:45]([O-:47])=[O:46])=[C:41]([CH:44]=1)[CH:42]=O)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>ClCCCl>[CH:15]1([N:21]([CH3:28])[S:22]([CH2:25][CH2:26][NH:27][CH2:42][C:41]2[CH:44]=[C:37]([C:29](=[O:36])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:38]=[CH:39][C:40]=2[N+:45]([O-:47])=[O:46])(=[O:24])=[O:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1
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 5049666Sodium triacetoxyborohydrideHCID 198160555-Benzoyl-2-nitrobenzaldehydeHCID 431759162-amino-N-cyclohexyl-N-methylethanesulfonamide

生成物 1

HCID 586251122-(5-Benzoyl-2-nitro-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

NaBH(OAc)3 (0.014 mol) was added to a mixture of 2-amino-ethanesulfonic acid cyclohexyl-methyl-amide (0.0091 mol) and 5-benzoyl-2-nitro-benzaldehyde (0.0091 mol) in DCE (150 mL). The reaction mixture was then stirred overnight at room temperature and then washed with saturated NaHCO3 solution. The organic layer was separated, dried (MgSO4), and filtered, and the solvent was evaporated. The residue was purified by column chromatography (eluent: 100% CH2Cl2). The purest product fractions were collected and the solvent was evaporated to yield the title compound as a residue.

後処理

  1. washwashed with saturated NaHCO3 solution
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue was purified by column chromatography (eluent: 100% CH2Cl2)
  7. customThe purest product fractions were collected
  8. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-aaa6453c6a874386a6d7787fcef77439
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08426429B2

反応ノート

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