Carbon tetrabromide → N-[Bromomethyl-2-(2-methylphenyl)benzoyl]methionine methyl ester

HRID 383158노트

반응식

HRID 383158 반응식
[CH3:1][O:2][C:3](=[O:27])[C@H:4]([CH2:23][CH2:24][S:25][CH3:26])[NH:5][C:6](=[O:22])[C:7]1[CH:12]=[CH:11][C:10](CO)=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21].[C:28]([Br:32])(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:27])[C@H:4]([CH2:23][CH2:24][S:25][CH3:26])[NH:5][C:6](=[O:22])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:28][Br:32])[C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 54396972N-[4-Hydroxymethyl-2-(2-methylphenyl)benzoyl]methionine methyl ester

생성물 1

HCID 54218056N-[Bromomethyl-2-(2-methylphenyl)benzoyl]methionine methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-10 °C

실험 절차

To a stirred solution at −10° C. under N2 of N-[4-hydroxymethyl-2-(2-methylphenyl)benzoyl]methionine methyl ester (200 mg, 0.517 mmol ), prepared as in Example 403F, and carbon tetrabromide (189 mg, 0.568 mmol) in CH2Cl2 (5 mL) was added triphenylphosphine (163 mg, 0.620 mmol). Reaction stirred one hour at −10° C., and then, solvents concentrated in vacuo to produce a colorless glass. The residue could not be stored, and so, was used directly in the reaction in Example 1188B.

후처리

  1. customReaction
  2. concentrationsolvents concentrated in vacuo
  3. customto produce a colorless glass
  4. customso, was used directly in the reaction in Example 1188B

출처 및 근거

ORD 기록
ord-73b1fa7a316d40e3a8a5a23554bc9d61
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310095B1

반응 노트

불러오는 중…