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

HRID 278573

반응식

HRID 278573 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 226279534-(4-Diisopropylaminomethylbenzoyl)-1-tritylpiperidine수율 253.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-4e0682a8042f420a89b225e795ace753
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06359134B1

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