Hydrochloric Acid → 4-(3-Bromophenoxy)butanoic acid

HRID 707787노트

반응식

HRID 707787 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[O:5][CH2:6][CH2:7][CH2:8][C:9]([O:11]CC)=[O:10].O.Cl>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[O:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22407915Ethyl 4-(3-bromophenoxy)butanoate

생성물 1

HCID 23844144-(3-Bromophenoxy)butanoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Ethyl 4-(3-bromophenoxyl)butanoate was taken up in 100 mL THF and 50 mL water and treated with lithium hydroxide LiOH (hydrate, 4.9 g). The whole was heated at 50° C. for 2 days. The mixture was cooled to room temperature and acidified to pH 1 with 2N HCl. The aqueous was extracted with ethylacetate. The combined organics were washed with brine and dried over sodium sulfate to give crude 4-(3-Bromophenoxy)butanoic acid as a sticky solid. 1H NMR (DMSO-d6, 500 MHz) 7.24 (m, 1H), 7.13 (m, 1H), 7.11 (m, 1H), 6.95 (m, 1H), 3.99 (m, 2H), 2.37 (m, 2H), 1.94 (m, 2H).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionThe aqueous was extracted with ethylacetate
  3. washThe combined organics were washed with brine
  4. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-c55f7bb1638043efb65df255e67400ba
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09175009B2

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