Pyridine → 1,2-Propanediol, 3-((o-benzyloxy)phenoxy)-

HRID 1613729ノート

反応式

HRID 1613729 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]1[O:18][CH:17]1[CH2:19][OH:20].N1C=CC=CC=1>C(O)C>[C:2]1([CH2:1][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:18])[CH2:19][OH:20])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 11164GlycidolHCID 804592-Benzyloxyphenol

生成物 1

HCID 30220521,2-Propanediol, 3-((o-benzyloxy)phenoxy)-収率 73%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 49.6 g (0.248 mole) of 2-benzyloxyphenol, 22.2 g (0.3 mole) of glycidol, 2 ml of pyridine and 150 ml of absolute ethanol was heated at reflux overnight. The dark solution was concentrated to give an oil which gradually crystallized. The solid was purified by column chromatography on 1.2 kg of silica gel eluted with 0-25% acetone in benzene. Appropriate fractions were combined and concentrated to yield 49.5 g (73%) of the title compound as a white solid, mp 84°-85° C. (carbon tetrachloride) (lit.1 mp 81°-82.5° C.).

後処理

  1. temperatureat reflux overnight
  2. concentrationThe dark solution was concentrated
  3. customto give an oil which
  4. customgradually crystallized
  5. customThe solid was purified by column chromatography on 1.2 kg of silica gel
  6. washeluted with 0-25% acetone in benzene
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-332eb4b6c0cd457a8494cb05d2667222
出典データセット
uspto-grants-1993_03
特許番号
US05194446

反応ノート

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