Ethyl vinyl ether → 1-Ethoxyethyl ether

HRID 2078527

반응식

HRID 2078527 반응식
C1(S(C(C2C(C)(C)CCCC=2C)C(O)C(C)=CCCC(C)=CC(S(C2C=CC=CC=2)(=O)=O)CC=C(C)CCC=C(C)[CH:26]([OH:46])[CH:27](S(C2C=CC=CC=2)(=O)=O)C2C(C)(C)CCCC=2C)(=O)=O)C=CC=CC=1.[CH:70]([O:72][CH2:73][CH3:74])=[CH2:71].C1(C)C=CC(S([O-])(=O)=[O:82])=CC=1.[NH+]1[CH:91]=[CH:90]C=CC=1>C(Cl)Cl>[CH2:70]([O:72][CH:73]([O:82][CH:90]([O:46][CH2:26][CH3:27])[CH3:91])[CH3:74])[CH3:71]

참가 물질

5

반응물 3

HCID 8023Ethyl vinyl etherHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 86637461HCID 86637461, 화합물

생성물 1

HCID 104646311-Ethoxyethyl ether수율 240%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of the C40 diol compound (O) (0.12 g, 0.13 mmol) in CH2Cl2 (5 mL) at 0° C. were added ethyl vinyl ether (0.71 mL, 0.73 mmol) and pyridinium p-toluenesulfonate (10 mg, 0.05 mmol). The mixture was stirred at room temperature for 20 h. The mixture was then diluted with CH2Cl2 (20 mL), washed with saturated NaHCO3 (10 mL×3), dried over anhydrous K2CO3, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel (deactivated by Et3N) column chromatography to give the bis(1-ethoxyethyl)ether (P-3) (0.13 g, 0.12 mmol) in 90% yield.

후처리

  1. washwashed with saturated NaHCO3 (10 mL×3)
  2. dry with materialdried over anhydrous K2CO3
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude product was purified by silica gel (deactivated by Et3N) column chromatography

출처 및 근거

ORD 기록
ord-77ffbc215c414aad9702a399bbd1c47c
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928266B2

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