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Dichloromethane → HCID 15409321、化合物

HRID 1417955
ノート
印刷プレビュー

反応式

HRID 1417955 の反応式
Cl[C:2]1[O:6][N:5]=[C:4]2[C:7]3[C:12]([CH2:13][CH2:14][C:3]=12)=[CH:11][CH:10]=[CH:9][CH:8]=3.[CH2:15]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+].C(Cl)Cl>CN1CCCC1=O.C(Cl)(Cl)Cl.CCOC(C)=O>[CH2:15]([N:22]1[CH2:27][CH2:26][N:25]([C:2]2[O:6][N:5]=[C:4]3[C:7]4[C:12]([CH2:13][CH2:14][C:3]=23)=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH2:24][CH2:23]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 759941-BenzylpiperazineHCID 10987412Naphth[1,2-c]isoxazole, 3-chloro-4,5-dihydro-

生成物 1

HCID 15409321HCID 15409321、化合物

試薬・触媒・溶媒 3

HCID 6212Chloroform溶媒
HCID 8857
Ethyl Acetate
溶媒
HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A stirred mixture of 3-chloro-4,5-dihydronaphth[1,2-c]isoxazole (2.0 g, 9.75 mmol), 1-benzylpiperazine (17 ml, 97.5 mmol) and K2CO3 (2.7 g, 19.5 mmol) in 18 ml of N-methylpyrrolidinone under N2 was lowered into an oil bath preheated to 150° C. The mixture was heated while stirring under N2 for 2 hours. At that time, TLC (CH2Cl2) showed no remaining starting material. The mixture was removed from the heating bath, allowed to cool to room temperature and extracted with heptane. The organic phase was dried over MgSO4, filtered and concentrated in vacuo to obtain a crude solid. The solid was collected, titrated with Et2O, recrystallized from Et2O and dried in vacuo (0.1 mm) at 85° C. to provide pure product, mp of 164°-166° C., homogeneous by TLC [silica, 1:1 EtOAc, Rf=0.80]. The IR (CHCl3), NMR (CDCl3) and Mass Spectrum (M+ =345, EI, 70 eV) were consistent with the structure. The yield was 1.219 g (3.53 mmol, 36.24%).

後処理

  1. customwas lowered into an oil bath
  2. custompreheated to 150° C
  3. temperatureThe mixture was heated
  4. customThe mixture was removed from the heating bath
  5. extractionextracted with heptane
  6. dry with materialThe organic phase was dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customto obtain a crude solid
  10. customThe solid was collected
  11. customrecrystallized from Et2O
  12. customdried in vacuo (0.1 mm) at 85° C.
  13. customto provide pure product, mp of 164°-166° C.

出典と根拠

ORDレコード
ord-5120a50d6ba44aaaaa1327dbc6f1b740
出典データセット
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05880121

反応ノート

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