3-Phenoxybenzyl alcohol → (3-Phenoxyphenyl)methyl 3,3-dimethylpent-4-enoate

HRID 2058056

反応式

HRID 2058056 の反応式
[CH3:1][C:2]([CH3:11])([CH:9]=[CH2:10])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[O:12]([C:19]1[CH:20]=C([CH:24]=[CH:25][CH:26]=1)CO)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[O-]CC.[Na+]>C1(C)C=CC=CC=1>[CH3:11][C:2]([CH3:1])([CH:9]=[CH2:10])[CH2:3][C:4]([O:6][CH2:7][C:8]1[CH:24]=[CH:25][CH:26]=[C:19]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:20]=1)=[O:5]

参加物

5

反応物 3

HCID 262953-Phenoxybenzyl alcoholHCID 82262Ethyl 3,3-dimethylpent-4-enoateHCID 2723922Sodium ethoxide

生成物 1

HCID 13305232(3-Phenoxyphenyl)methyl 3,3-dimethylpent-4-enoate収率 83.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 374 mg of ethyl 3,3-dimethyl-4-pentenoate, 400 mg of 3-phenoxybenzyl alcohol and 16 mg of sodium ethoxide in 10 ml of toluene was heated under reflux for 24 hours, with a Dean-Stark apparatus containing a molecular sieve to absorb the evolved ethanol. The mixture was neutralized by adding an anhydrous ether solution of hydrogen chloride. The neutral solution was poured into water. The ether layer was separated, dried over magnesium sulfate, and distilled to give 520 mg (70% yield) of 3-phenoxybenzyl 3,3-dimethyl-4-pentenoate, b.p. 155-158°/0.3 mm.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours, with a Dean-Stark apparatus
  3. additioncontaining a molecular sieve
  4. customto absorb the evolved ethanol
  5. additionby adding an anhydrous ether solution of hydrogen chloride
  6. additionThe neutral solution was poured into water
  7. customThe ether layer was separated
  8. dry with materialdried over magnesium sulfate
  9. distillationdistilled

出典と根拠

ORDレコード
ord-4c695a1406fa423bbd887f4ab738e6a6
出典データセット
uspto-grants-1980_07
特許番号
US04214097

関連ノート

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