1,8-Diaminonaphthalene → 2-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborine

HRID 1846037

반응식

HRID 1846037 반응식
[Br:1][C:2]1[CH:3]=[C:4]([B:8](O)O)[CH:5]=[CH:6][CH:7]=1.[C:11]1([NH2:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[NH2:21])[CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([B:8]2[NH:22][C:11]3[C:20]4[C:15]([CH:14]=[CH:13][CH:12]=3)=[CH:16][CH:17]=[CH:18][C:19]=4[NH:21]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 680671,8-DiaminonaphthaleneHCID 2734318(3-Bromophenyl)boronic acid

생성물 1

HCID 533844122-(3-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborine수율 54%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 3-bromobenzene boronic acid (20 g, 0.1 mol) and naphthalene-1,8-diamine (17.3 g, 0.11 mol) in anhydrous toluene (600 mL) was heated to reflux for 16 hours. The reaction mixture was cooled to room temperature, then concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with petroleum ether:EtOAc 5:1 to afford the title compound as a grey solid in 54% yield, 23 g.

후처리

  1. temperatureto reflux for 16 hours
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography
  4. washeluting with petroleum ether:EtOAc 5:1

출처 및 근거

ORD 기록
ord-562e58f8917f4ef58c890f9fa3461faf
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952008B2

연결된 노트

불러오는 중…