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Ammonium Chloride → HCID 58504118, 화합물

HRID 2407702
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HRID 2407702 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[O:25][N:24]=[C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:22]=3)[CH2:16][CH2:15]1)[C:6]([C:32]([O:34][CH3:35])=[O:33])=[C:5]2[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C([Li])CCC.[Cl-].[NH4+]>O1CCCC1>[O:12]=[C:8]1[C:9]2[C:4](=[CH:3][CH:2]=[CH:11][CH:10]=2)[C:5]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[C:6]([C:32]([O:34][CH3:35])=[O:33])[N:7]1[CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:22]=2)[CH2:16][CH2:15]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 58503962HCID 58503962, 화합물HCID 178418339Butyllithium

생성물 1

HCID 58504118HCID 58504118, 화합물수율 34.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-78 °C

실험 절차

The compound prepared in Example 96 (0.050 g) was suspended in dry tetrahydrofuran (10 mL) and cooled to −78° C. n-Butyl lithium (2.5 mol/L solution in hexane, 0.03 mL) was added dropwise and the reaction was allowed to stirred at −78° C. for 5 minutes. A saturated aqueous ammonium chloride solution was added and the reaction mixture was warmed to room temperature. The mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate. The organics were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel to obtain the title compound (0.015 g) having the following physical data.

후처리

  1. additionwas added dropwise
  2. temperaturethe reaction mixture was warmed to room temperature
  3. customThe mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate
  4. washThe organics were washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-ba742325f3af414ba16f4d038115f399
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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