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Potassium Carbonate → 1-(4-Hydroxyphenyl)-4-(benzoxazol-2-ylmethyl)piperazine

HRID 2352626
ノート
印刷プレビュー

反応式

HRID 2352626 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl[CH2:15][C:16]1[O:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([CH2:15][C:16]3[O:17][C:18]4[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=4[N:20]=3)[CH2:10][CH2:9]2)=[CH:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium Carbonate2 回HCID 92467p-(1-Piperazinyl)phenolHCID 20619892-(Chloromethyl)-1,3-benzoxazole

生成物 1

HCID 48066221-(4-Hydroxyphenyl)-4-(benzoxazol-2-ylmethyl)piperazine収率 71.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 6.06 g (34 mmol) of 1-(4-hydroxyphenyl)piperazine and 5.36 g (32 mmol) of 2-chloromethylbenzoxazole in 100 ml of absolute DMF was warmed to 80° C., and 737 mg of powdered K2CO3 were added with stirring (under a nitrogen atmosphere) in each case after 10 minutes, after a further 25 minutes and after a further 60 minutes (total additio of 2.21 g (16 mmol) of K2CO3). The mixture was stirred for a further 3 hours at 80° C., the DMF was substantially removed by distillation in vacuo, and the residue was taken up in 200 ml of ether and 100 ml of water. After separating the phases, the aqueous phase was extracted a further twice with ether. The combined ether extracts were dried, filtered and evaporated in vacuo. The residue was taken up in diisopropyl ether, whereafter crystallization occurred. The crystalline substance was filtered off under suction. 7.10 g (71.7% of theory) of 1-(4-hydroxyphenyl)-4-(benzoxazol-2-ylmethyl)piperazine, melting point 155°-56° C., were obtained,

後処理

  1. waitafter a further 25 minutes
  2. stirringThe mixture was stirred for a further 3 hours at 80° C.
  3. customthe DMF was substantially removed by distillation in vacuo
  4. customAfter separating the phases
  5. extractionthe aqueous phase was extracted a further twice with ether
  6. dry with materialThe combined ether extracts were dried
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customThe residue was taken up in diisopropyl ether, whereafter crystallization
  10. filtrationThe crystalline substance was filtered off under suction

出典と根拠

ORDレコード
ord-bdfb4ebcba234d4e83f25f98c59f1a9c
出典データセット
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04877878

反応ノート

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