Diethylamine → 1-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne

HRID 443595ノート

反応式

HRID 443595 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20][C:21]1[CH:22]=[CH:23][C:24](I)=[C:25]([CH:34]=1)[C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:27].C(NCC)C.[CH2:41]([N:44]1[C:48](=[O:49])[C:47]2=[CH:50][CH:51]=[CH:52][CH:53]=[C:46]2[C:45]1=[O:54])[C:42]#[CH:43]>[Pd](Cl)Cl.C(Cl)Cl>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C:43]#[C:42][CH2:41][N:44]2[C:48](=[O:49])[C:47]3=[CH:50][CH:51]=[CH:52][CH:53]=[C:46]3[C:45]2=[O:54])=[C:25]([C:26](=[O:27])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:34]=1

参加物

7

反応物 4

HCID 8021DiethylamineHCID 11776TriphenylphosphineHCID 81644N-prop-2-ynylphthalimideHCID 129482625-Chloro-2-iodobenzophenone

生成物 1

HCID 128782521-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne

試薬・触媒・溶媒 2

HCID 24290Palladium Chloride触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 0.71 g (4.0 mmole) of palladium chloride, 2.1 g (8.0 mmole) of triphenylphosphine, 0.80 g (4.2 mmole) of cuprous iodide, 68.8 g (0.20 mole) of 5-chloro-2-iodobenzophenone, 200 ml of diethylamine, and 400 ml of methylene chloride was stirred at room temperature under argon until complete solution was obtained. In one portion, 40.0 g (0.22 mole) of N-propargylphthalimide was added to the solution and the resulting mixture stirred for 20 hr. The volatiles were removed at reduced pressure and the residue was triturated with 200 ml of iospropanol. The resulting percipitate was collected by filtration to give crude end product. Recrystallization from acetone gave cream colored prisms, mp 148°-150° C.

後処理

  1. customwas obtained
  2. stirringthe resulting mixture stirred for 20 hr
  3. customThe volatiles were removed at reduced pressure
  4. customthe residue was triturated with 200 ml of iospropanol
  5. filtrationThe resulting percipitate was collected by filtration
  6. customto give crude end product
  7. customRecrystallization from acetone
  8. customgave cream colored prisms, mp 148°-150° C.

出典と根拠

ORDレコード
ord-e7cbafc746fb4a48924b9e97abb5a45b
出典データセット
uspto-grants-1981_04
特許番号
US04260773

反応ノート

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