Triethylamine → HCID 11433754, 화합물

HRID 2079490노트

반응식

HRID 2079490 반응식
[CH3:1][O:2][C:3]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[C:4]=1[CH:5]=[CH:6][S:7]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:18][CH3:19])=[C:15]([OH:17])[CH:16]=1)(=[O:9])=[O:8].C(Br)(Br)(Br)Br.C(N(CC)CC)C.[P:40]([O-:57])([O:49][CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)[O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>C(#N)C>[P:40]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([O:49][CH2:50][C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1)([O:17][C:15]1[CH:16]=[C:11]([CH2:10][S:7](/[CH:6]=[CH:5]/[C:4]2[C:20]([O:26][CH3:27])=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:3]=2[O:2][CH3:1])(=[O:9])=[O:8])[CH:12]=[CH:13][C:14]=1[O:18][CH3:19])=[O:57]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 11205Carbon tetrabromideHCID 21904359DibenzylphosphiteHCID 727772735-((2,4,6-Trimethoxystyrylsulfonyl)methyl)-2-methoxy-phenol

생성물 1

HCID 11433754HCID 11433754, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 5-((2,4,6-trimethoxystyrylsulfonyl)methyl)-2-methoxy-phenol (1.9 g, 4.8 mmol) in acetonitrile (24 mL) at room temperature, was added carbon tetrabromide (1.94 g, 1.22 eq) and triethylamine (0.728 g, 1.5 eq). The resulting mixture was stirred for 10 minutes and than cooled to 0° C. in an ice-water bath. Dibenzyl phosphite (1.51 g, 1.2 eq) dissolved in acetonitrile (16 mL) was added dropwise to the cooled reaction mixture. The reaction mixture was stirred for 2 h and monitored by TLC. The reaction was terminated by dropwise addition of aqueous potassium dihydrogen phosphate (10 mL, 0.5 M). The resulting mixture was extracted with ethyl acetate (3×30 mL). The combined organic extract was dried (Na2SO4) and concentrated in vacuo to yield the desired product.

후처리

  1. additionwas added dropwise to the cooled reaction mixture
  2. stirringThe reaction mixture was stirred for 2 h
  3. customThe reaction was terminated by dropwise addition of aqueous potassium dihydrogen phosphate (10 mL, 0.5 M)
  4. extractionThe resulting mixture was extracted with ethyl acetate (3×30 mL)
  5. extractionThe combined organic extract
  6. dry with materialwas dried (Na2SO4)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4b95d9a43a9c4e1da96ef3cd4ff440be
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932242B2

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