Ethanol → Ethyl 5-chloropentanoate

HRID 1184949

반응식

HRID 1184949 반응식
[CH2:1](O)[CH3:2].[Cl:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH2:1][CH3:2])=[O:10]

참가 물질

6

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 142445-Chlorovaleric acidHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 520032Ethyl 5-chloropentanoate수율 72%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Toluene (100 ml), ethanol (10.12 g, 219.65 mmol) and 5-chlorovaleric acid (25 g, 183.04 mmol) were added into a 200-ml flask in this order at room temperature and then p-toluenesulfonic acid monohydrate (5.22 g, 27.46 mmol) was charged thereto. The solution was gently heated and subjected to reflux dehydration for 3 to 5 hours. After reflux dehydration, the solution was cooled to around room temperature, added with triethylamine (4.63 g, 45.76 mmol) at room temperature, stirred and then added with silica gel. After stirring for a while, the silica gel was filtered off. After the solvent of the filtrate was removed in vacuum distillation, ethyl 5-chlorovalerate (21.54 g, 72%) was isolated in distillation.

후처리

  1. temperatureThe solution was gently heated
  2. temperatureto reflux dehydration for 3 to 5 hours
  3. temperatureAfter reflux dehydration
  4. temperaturethe solution was cooled to around room temperature
  5. additionadded with silica gel
  6. stirringAfter stirring for a while
  7. filtrationthe silica gel was filtered off
  8. customAfter the solvent of the filtrate was removed in vacuum distillation

출처 및 근거

ORD 기록
ord-050cc76eeb0e4e38ae157ef0a4b269e5
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669375B2

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