Benzaldehyde, 4-(diphenylamino)- → (E)-N,N-diphenyl-4-(4-(triphenylen-2-yl)styryl)aniline

HRID 871822ノート

反応式

HRID 871822 の反応式
[CH:1]1[C:18]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[C:19]1[CH:33]=[CH:32][C:22]([CH2:23]P(=O)(OCC)OCC)=[CH:21][CH:20]=1.[C:34]1([N:40]([C:47]2[CH:54]=[CH:53][C:50]([CH:51]=O)=[CH:49][CH:48]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.CC(C)([O-])C.[K+]>C1COCC1>[C:34]1([N:40]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:47]2[CH:54]=[CH:53][C:50](/[CH:51]=[CH:23]/[C:22]3[CH:32]=[CH:33][C:19]([C:2]4[CH:3]=[CH:4][C:5]5[C:6]6[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=6)[C:12]6[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=6)[C:18]=5[CH:1]=4)=[CH:20][CH:21]=3)=[CH:49][CH:48]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

参加物

5

反応物 3

HCID 77846Benzaldehyde, 4-(diphenylamino)-HCID 23665647Potassium tert-butoxideHCID 86675394Diethyl 4-(triphenylen-2-yl)benzylphosphonate

生成物 1

HCID 86675396(E)-N,N-diphenyl-4-(4-(triphenylen-2-yl)styryl)aniline収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Compound E (1.0 g, 2.20 mmol) or E1 and 4-(N,N-diphenylamino)benzaldehyde (0.72 g, 2.64 mmol) and dry THF (20 ml) were charged in two necked-bottle in an ice bath, potassium-tert-butoxide (0.49 g, 4.4 mmol) in dry THF (20 ml) was added under nitrogen. The reaction mixture was stirred for 15 min at 0° C., followed by 1 h at room temperature. The solution mixture was extracted with ethyl acetate and washed with water. The combined organic layers were dried over MgSO4 and the solvent removed under reduced pressure to afford a crude product that was purified by sublimating at a temperature of 260° C. to obtain TSTA (1.04 g, yield=82%) as yellow solid.

後処理

  1. waitfollowed by 1 h at room temperature
  2. extractionThe solution mixture was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-93d90e8adf0a408eadb3605458564425
出典データセット
uspto-grants-2015_03
特許番号
US08974920B2

反応ノート

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