Sodium Hydroxide → 8-Bromo-1-isopropyl-7-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 84103노트

반응식

HRID 84103 반응식
FC(F)(F)C([N:5]1[CH2:11][CH:10]([CH:12]([CH3:14])[CH3:13])[C:9]2[CH:15]=[C:16]([Br:21])[C:17]([O:19][CH3:20])=[CH:18][C:8]=2[CH2:7][CH2:6]1)=O.[OH-].[Na+]>[Cl-].[Na+].O>[Br:21][C:16]1[C:17]([O:19][CH3:20])=[CH:18][C:8]2[CH2:7][CH2:6][NH:5][CH2:11][CH:10]([CH:12]([CH3:14])[CH3:13])[C:9]=2[CH:15]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 22292805N-trifluoroacetyl-8-bromo-1-isopropyl-7-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine

생성물 1

HCID 103799108-Bromo-1-isopropyl-7-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine수율 1,117.7%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

A solution of N-trifluoroacetyl-8-bromo-1-isopropyl-7-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine (0.013 g, 0.03 mmol) methanol (0.5 mL) was treated with 15% aqueous NaOH (0.5 mL), and stirred overnight at 20 C. The product mixture was diluted with brine (5 mL), extracted twice with EtOAc (5 mL), dried with MgSO4, and concentrated to give 0.10 g of a clear oil. 1H NMR (400 MHz, CD3OD) d 7.08 (s, 1H), 6.64 (s, 1H), 3.72 (s, 3H), 3.2-3.10 (m, 3H), 2.7-2.5 (m, 3H), (m, 2H), 0.96 (d, 3H), 0.63 (d, 3H). MS calculated for C14H20BrNO+H: 298, observed: 298.

후처리

  1. extractionextracted twice with EtOAc (5 mL)
  2. dry with materialdried with MgSO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-46d009abd98e41a18c48a95916d6aff5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846906B2

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