Ammonium Chloride → 4-(4-Diisopropylaminomethylbenzoyl)-1-tritylpiperidine

HRID 278573

反応式

HRID 278573 の反応式
Br[C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[Li]CCCC.CN([C:25]([CH:27]1[CH2:32][CH2:31][N:30]([C:33]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:29][CH2:28]1)=[O:26])OC.[Cl-].[NH4+]>C1COCC1>[CH:8]([N:7]([CH2:6][C:5]1[CH:14]=[CH:15][C:2]([C:25]([CH:27]2[CH2:28][CH2:29][N:30]([C:33]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)([C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:31][CH2:32]2)=[O:26])=[CH:3][CH:4]=1)[CH:11]([CH3:13])[CH3:12])([CH3:10])[CH3:9]

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 5987704-Bromo-N,N-diisopropylbenzylamineHCID 22628088N,O-dimethyl-N-(1-trityl-piperidine-4-carbonyl)hydroxylamineHCID 178418339Butyllithium

生成物 1

HCID 226279534-(4-Diisopropylaminomethylbenzoyl)-1-tritylpiperidine収率 253.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of N-(4-bromobenzyl)-N,N-diisopropylamine (2.3 g) in THF (10 ml) was added dropwise at −78° C. n-BuLi (1.6 mmol/ml hexane solution, 3.8 ml). Ten minutes later, N,O-dimethyl-N-(1-trityl-piperidine-4-carbonyl)hydroxylamine (1.5 g) in THF (20 ml) was added dropwise to the mixture, and the mixture was stirred at the same temperature for 30 minutes. To the mixture was added ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried (MgSO4) and concentrated to give the title compound (5.0 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-4e0682a8042f420a89b225e795ace753
出典データセット
uspto-grants-2002_03
特許番号
US06359134B1

関連ノート

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