홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

m-Chloroperbenzoic acid → HCID 57310697, 화합물

HRID 1006662
노트
인쇄 미리보기

반응식

HRID 1006662 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:30])([C@H:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C(N(C(C)C)[P:35]([O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)(C)C.N1C=NN=N1.ClC1C=CC=C(C(OO)=[O:68])C=1>CN(C)C1C=CN=CC=1.ClCCl>[P:35]([O:30][C@@:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])([C@H:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:28]([CH3:29])[N:27]=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1)([O:36][CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)([O:44][CH2:45][C:46]1[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=1)=[O:68]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 70297m-Chloroperbenzoic acidHCID 196621Bis(benzyloxy)(diisopropylamino)phosphineHCID 18396914HCID 18396914, 화합물HCID 178418441HCID 178418441, 화합물

생성물 1

HCID 57310697HCID 57310697, 화합물수율 27.2%

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A solution of the product of step (j) (2.0 g, 4.4 mmol), dibenzyl diisopropylphosphoramidite (2.28 g, 6.6 mmol), tetrazole (0.92 g, 13.2 mmol) and 4-dimethylaminopyridine (50 mg) in dichloromethane (30 ml) was heated under reflux for 13 hours. The reaction mixture was cooled (0° C.) and m-chloroperbenzoic acid (1.52 g, 8.8 mmol) added. The solution was stirred at 0° C. for a further hour then allowed to warm to room temperature. The reaction mixture was washed with aqueous sodium sulphite solution (10%, 30 ml), saturated sodium bicarbonate solution (30 ml) and brine (30 ml). The organic layer was dried (Na2SO4) and solvent was evaporated in vacuo to give an oil. Purification by column chromatography (silica gel, 45 g, eluting with toluene to 3.5% diethylamine in toluene gradient) gave the required product as a colourless oil (0.8 g, 27%), m/z 671 (M++1). 1H N.M.R. (CDCl3) δ=1.3 (d, 3H); 3.8 (s, 3H); 3.85 (q, 1H); 4.8 (m, 2H); 4.9 (m, 2H), 5.2 (s, 2H); 6.25 (s, 1H); 6.6 (m, 1H); 6.8 (m, 1H); 7.05 (m, 1H); 7.15 (m, 2H); 7.2-7.35 (m, 12H); 7.5 (s,1H); 7.8 (s,1H); 8.23 (s,1H).

후처리

  1. temperatureunder reflux for 13 hours
  2. additionadded
  3. temperatureto warm to room temperature
  4. washThe reaction mixture was washed with aqueous sodium sulphite solution (10%, 30 ml), saturated sodium bicarbonate solution (30 ml) and brine (30 ml)
  5. dry with materialThe organic layer was dried (Na2SO4) and solvent
  6. customwas evaporated in vacuo
  7. customto give an oil
  8. customPurification
  9. washby column chromatography (silica gel, 45 g, eluting with toluene to 3.5% diethylamine in toluene gradient)

출처 및 근거

ORD 기록
ord-8bdded26417d4cdda0f715a2d93f2908
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06790957B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트