Pyridine → Triethylammonium 2-[2-(4,4'-dimethoxytrityloxy)ethoxy] acetate

HRID 1883941

반응식

HRID 1883941 반응식
[OH:1][CH2:2][CH2:3][O:4][CH2:5][C:6]([OH:8])=[O:7].O1[CH2:14][CH2:13]OCC1=O.[CH3:16][O:17][C:18]1[CH:39]=[CH:38][C:21]([C:22](Cl)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)=[CH:20][CH:19]=1.[N:40]1[CH:45]=[CH:44]C=[CH:42][CH:41]=1>>[CH3:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([C:22]([O:1][CH2:2][CH2:3][O:4][CH2:5][C:6]([O-:8])=[O:7])([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:21]2[CH:38]=[CH:39][C:18]([O:17][CH3:16])=[CH:19][CH:20]=2)=[CH:28][CH:27]=1.[CH2:41]([NH+:40]([CH2:13][CH3:14])[CH2:45][CH3:44])[CH3:42]

참가 물질

5

반응물 4

HCID 1049PyridineHCID 18233DioxanoneHCID 25935(2-Hydroxyethoxy)acetic acidHCID 968311,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)

생성물 1

HCID 69912848Triethylammonium 2-[2-(4,4'-dimethoxytrityloxy)ethoxy] acetate

실험 절차

A solution of 2-(2-hydroxyethoxy)acetic acid prepared as desctibed in (Snapp, Thomas C., Jr.; Blood, Alden E. Ether diester derivatives of p-dioxanone. U.S. (1975), 4 pp. U.S. Pat. No. 3,929,847) (7.45 g, 22 mmol) in pyridine (20 mL) is treated with 4,4′-dimethoxytrityl chloride (10.16 g, 30 mmol) overnight at room temperature and concentrated to an oil in vacuo. The residue is dissolved in a mixture of MeOH and CH2Cl2 (95:5, v/v; 200 mL) and washed with 2 M aqueous triethylammonium acetate (5×20 mL). The organic solution is evaporated, re-dissolved in CH2Cl2, dried over Na2SO4, and evaporated to give crude triethylammonium 2-[2-(4,4′-dimethoxytrityloxy) ethoxy] acetate in quantitative yield (10.47 g).

후처리

  1. concentrationconcentrated to an oil in vacuo
  2. dissolutionThe residue is dissolved in a mixture of MeOH and CH2Cl2 (95:5
  3. wash200 mL) and washed with 2 M aqueous triethylammonium acetate (5×20 mL)
  4. customThe organic solution is evaporated
  5. dissolutionre-dissolved in CH2Cl2
  6. dry with materialdried over Na2SO4
  7. customevaporated

출처 및 근거

ORD 기록
ord-d3a288449b8d4fcfb681b3ebd14fc522
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06762281B2

연결된 노트

불러오는 중…