Epichlorohydrin → 1,2,3,4-Tetrahydro-5-[2,3-epoxy-propoxy]-2-naphthol

HRID 1581075노트

반응식

HRID 1581075 반응식
[C:1]1([OH:12])[C:10]2[CH2:9][CH2:8][CH:7]([OH:11])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C[O-].[Na+].[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl>CO>[O:20]1[CH2:19][CH:18]1[CH2:16][O:12][C:1]1[CH:2]=[CH:3][CH:4]=[C:5]2[C:10]=1[CH2:9][CH2:8][CH:7]([OH:11])[CH2:6]2

참가 물질

5

반응물 3

HCID 7835EpichlorohydrinHCID 10942334Sodium MethoxideHCID 124457385,6,7,8-Tetrahydronaphthalene-1,6-diol

생성물 1

HCID 124457671,2,3,4-Tetrahydro-5-[2,3-epoxy-propoxy]-2-naphthol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 2.46 g. (0.015 mole) of 5,6,7,8-tetrahydro-1,6-naphthalenediol and 810 mg. (0.015 mole) of sodium methoxide in 30 ml. of methanol is prepared under nitrogen and the solvent removed in vacuo. The resulting foam is stirred overnight with 20 ml. of dimethylsulfoxide and 1.40 g. (0.015 mole) of epichlorohydrin, poured into 200 ml. of water and extracted with four 125 ml. portions of ether. Drying and solvent removal gives 3.06 g. of oil which is purified by chromatography on silica gel (75 g.). Elution with hexane-chloroform mixtures gives a total of 1.56 g. (49%) of material with one spot on TLC.

후처리

  1. customthe solvent removed in vacuo
  2. extractionof water and extracted with four 125 ml
  3. customDrying
  4. customsolvent removal
  5. customgives 3.06 g
  6. customof oil which is purified by chromatography on silica gel (75 g.)
  7. washElution with hexane-chloroform mixtures
  8. customgives a total of 1.56 g

출처 및 근거

ORD 기록
ord-85f53a4e8fe043a7964e18b141d70da1
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03935267

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