Piperidine → N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide

HRID 1827577ノート

反応式

HRID 1827577 の反応式
[Cl:1][C:2]1[CH:31]=[C:30]([OH:32])[CH:29]=[CH:28][C:3]=1[CH2:4][N:5]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH:26]=O)=[CH:20][CH:19]=1)[S:6]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=1[CH3:17])(=[O:8])=[O:7].[NH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:31]=[C:30]([OH:32])[CH:29]=[CH:28][C:3]=1[CH2:4][N:5]([C:18]1[CH:19]=[CH:20][C:21]([CH2:24][CH2:25][CH2:26][N:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)=[CH:22][CH:23]=1)[S:6]([C:9]1[C:10]([CH3:17])=[CH:11][C:12]([CH3:16])=[CH:13][C:14]=1[CH3:15])(=[O:7])=[O:8]

参加物

6

反応物 4

HCID 8082PiperidineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 22137388N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide

生成物 1

HCID 22137290N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide収率 120.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide (0.040 g, 0.08 mmol) in 0.5 mL methylene chloride was added piperidine (0.009 g, 0.11 mmol) and NaB(OAc)3H (0.034 g, 0.16 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the aqueous solution was washed with methylene chloride. The organic layer was dried (magnesium sulfate) and concentrated. Medium pressure silica gel chromatography (10% methanol/methylene chloride) afforded 0.052 g of the title compound. MS 541.1 (M+1)+

後処理

  1. washthe aqueous solution was washed with methylene chloride
  2. dry with materialThe organic layer was dried (magnesium sulfate)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-73c52ad6c1ca428994d933a807519ce9
出典データセット
uspto-grants-2006_05
特許番号
US07053212B2

反応ノート

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