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

HRID 613486노트

반응식

HRID 613486 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2c27eaad265041d6a1f136f7533522fc
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008230

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