Triethylamine → Tert-butyl (diphenoxyphosphoryl)acetate

HRID 394206

반응식

HRID 394206 반응식
[C:1]1([O:7][P:8]([O-:16])[O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]([O:21][C:22](=[O:25])[CH2:23]Br)([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C>ClCCl>[O:9]([P:8]([CH2:23][C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:25])([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:16])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 79177tert-Butyl bromoacetateHCID 23418553Diphenoxyphosphanolate

생성물 1

HCID 10689048Tert-butyl (diphenoxyphosphoryl)acetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of diphenylphosphite (2.25 mL) in dichloromethane at 0° C. was added t-butylbromoacetate (1.48 mL) followed by triethylamine (1.95 mL). The mixture was stirred at 0° C. for 15 min and then at rt for 1 h before being quenched with water and extracted into ethyl acetate, dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate to give the title compound. 1H NMR (500 MHz, CDCl3): δ 7.40-7.18 (m, 10H); 3.22 (s, 1H); 3.18 (s, 1H); 1.50 (s, 9H).

후처리

  1. customat rt for 1 h before being quenched with water
  2. extractionextracted into ethyl acetate
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography
  6. washeluting with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-65ac710e789949a5880f74f2b654d1e1
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809199B2

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