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Lithium Chloride → 1-Phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol

HRID 2415806
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HRID 2415806 반응식
Cl[CH:2]1[C:14](=[O:15])[C:13]2[C:12]3[C:7]4=[C:8]([O:16][CH2:17][CH:18]([C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=5)[N:6]4[C:5]=2[CH2:4][CH2:3]1)[CH:9]=[CH:10][CH:11]=3.[Li+].[Cl-]>CN(C=O)C>[C:19]1([CH:18]2[N:6]3[C:7]4[C:12]([C:13]5[C:5]3=[CH:4][CH:3]=[CH:2][C:14]=5[OH:15])=[CH:11][CH:10]=[CH:9][C:8]=4[O:16][CH2:17]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
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참가 물질

4

반응물 2

HCID 433294Lithium ChlorideHCID 223363418-chloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-one

생성물 1

HCID 121486261-Phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol수율 68.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
140 °C

실험 절차

A mixture of 8-chloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-one (0.235 g, 0.697 mmol), anhydrous LiCl (0.0355 g, 0.837 mmol), Li2CO3 (0.0618 g, 0.837 mmol), and DMF (1.8 mL) is stirred at 140° C. for 3.5 h. After cooling, the mixture is partitioned between CH2Cl2 and water. The organic layers are dried over sodium sulftate, concentrated, and chromatographed on silica gel gel using EtOAc/hexane (10/90) to give 0.143 g (68%) of 1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol.

후처리

  1. temperatureAfter cooling
  2. customthe mixture is partitioned between CH2Cl2 and water
  3. dry with materialThe organic layers are dried over sodium sulftate
  4. concentrationconcentrated
  5. customchromatographed on silica gel gel

출처 및 근거

ORD 기록
ord-47b83a0a23a54ef0adc62c3355300ed8
출처 데이터셋
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06821970B2

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