Toluene → cis-2-(3,4-Dichlorophenylacetyl)-3a,4,7,7a-tetrahydroisoindole

HRID 1586776ノート

反応式

HRID 1586776 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=O)[CH:5]=[CH:6][C:7]=1[Cl:8].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:25]1[C@@H:33]2[C@@H:28]([CH2:29][CH:30]=[CH:31][CH2:32]2)[CH2:27][NH:26]1.C1(C)C=CC=CC=1>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([N:26]2[CH2:27][C@H:28]3[C@H:33]([CH2:32][CH:31]=[CH:30][CH2:29]3)[CH2:25]2)=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

6

反応物 4

HCID 1140TolueneHCID 682631,1'-CarbonyldiimidazoleHCID 798743,4-Dichlorophenylacetic acidHCID 16765331cis-2,3,3a,4,7,7a-Hexahydro-1h-isoindole

生成物 1

HCID 70073714cis-2-(3,4-Dichlorophenylacetyl)-3a,4,7,7a-tetrahydroisoindole収率 97.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 1.13 g of 3,4-dichlorophenylacetic acid in 6 mL of THF was added 0.90 g of 1,1'-carbonyldiimidazole. After 30 minutes a solution of 0.61 g of cis-3a,4,7,7a-tetrahydroisoindoline in 2 mL of THF was added and the mixture was stirred at room temperature overnight. Toluene (50 mL) was added, and the solution was washed successively with 5% hydrochloric acid, water, and 10% aqueous sodium carbonate solution, dried, and concentrated to give 1.50 g of cis-2-(3,4-dichlorophenylacetyl)-3a,4,7,7a-tetrahydroisoindole.

後処理

  1. washthe solution was washed successively with 5% hydrochloric acid, water, and 10% aqueous sodium carbonate solution
  2. customdried
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-2996e0a32c964f98a13ff704e1bae2c6
出典データセット
uspto-grants-1993_06
特許番号
US05216018

反応ノート

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