Carbon tetrabromide → 3-Bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline

HRID 613486ノート

反応式

HRID 613486 の反応式
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][C:13]([CH2:17]O)=[CH:12]2)=[O:5].C(Br)(Br)(Br)[Br:25].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Br:25][CH2:17][C:13]1[CH:14]=[N:15][C:16]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:4](=[O:5])[C:3]1[C:2]([Cl:1])=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:23]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 195922958-(2,6-Dichlorobenzoylamino)-3-hydroxymethylquinoline

生成物 1

HCID 195923883-Bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline収率 71.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 8-(2,6-dichlorobenzoylamino)-3-hydroxymethylquinoline (300 mg) in tetrahydrofuran were added carbon tetrabromide (573 mg) and triphenylphosphine (453 mg), and the mixture was stirred for 30 minutes at ambient temperature. Insoluble material was filtered off, and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel (dichloromethane) to give 3-bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline (253.4 mg).

後処理

  1. filtrationInsoluble material was filtered off
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was purified by column chromatography on silica gel (dichloromethane)

出典と根拠

ORDレコード
ord-2c27eaad265041d6a1f136f7533522fc
出典データセット
uspto-grants-1999_12
特許番号
US06008230

反応ノート

読み込み中…