Diethyl Ether → 2-Methoxyethoxymethyl ether

HRID 2286751

반응식

HRID 2286751 반응식
CC(C[CH2:7][OH:8])CCO.C([Li])CCC.[CH3:14][O:15][CH2:16][CH2:17][O:18][CH2:19]Cl.C[CH2:22][O:23][CH2:24][CH3:25].[O:26]1CCCC1>O>[CH3:14][O:15][CH2:16][CH2:17][O:18][CH2:19][O:26][CH2:7][O:8][CH2:25][CH2:24][O:23][CH3:22]

참가 물질

7

반응물 5

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 205243-Methyl-1,5-pentanediolHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 178418339Butyllithium

생성물 1

HCID 218834272-Methoxyethoxymethyl ether

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 3.54 g (30 mmol) of 3-methyl-1,5-pentanediol in 30 ml of dry tetrahydrofuran (THF) at 0° was added 19.2 ml (30 mmol) of 1.56 M n-butyllithium. After 30 min, 3.74 g (30 mmol) of β-methoxyethoxymethyl chloride was added and the reaction was stirred overnight. The reaction was poured into ether and water. The aqueous phase was back-extracted twice with ether. Combined ether layers were washed with sat. NaCl solution and were dried over calcium sulfate. The crude product was placed on 1 m×20 cm prep. SiO2 plates which were then developed with 40% ethyl acetate/hexane. Removal of the second least polar band gave the monoether derivative of 3-methyl-1,5-pentanediol (II).

후처리

  1. extractionThe aqueous phase was back-extracted twice with ether
  2. washCombined ether layers were washed with sat. NaCl solution
  3. dry with materialwere dried over calcium sulfate
  4. customRemoval of the second least polar band

출처 및 근거

ORD 기록
ord-cbd814ede4cc492082c0efcadf65bbc9
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04267363

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