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

HRID 1581075ノート

反応式

HRID 1581075 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-85f53a4e8fe043a7964e18b141d70da1
出典データセット
uspto-grants-1976_01
特許番号
US03935267

反応ノート

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