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

HRID 359163

반응식

HRID 359163 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9a15fd698b2140559aeec974ae0d790d
출처 데이터셋
uspto-grants-1991_03
특허 번호
US04999451

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