Hydrochloric Acid → 1-Benzyloxy-4-phenyl-butan-2-ol

HRID 8188

반응식

HRID 8188 반응식
[CH2:1]([O:8][CH2:9][CH:10]=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:12]1([CH2:18][CH2:19][Mg]Cl)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl>O1CCCC1>[CH2:1]([O:8][CH2:9][CH:10]([OH:11])[CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 108989(Phenylmethoxy)acetaldehydeHCID 178418865HCID 178418865, 화합물

생성물 1

HCID 133473711-Benzyloxy-4-phenyl-butan-2-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

Benzyloxy-acetaldehyde (3.0 g, 20 mmol) is dissolved in tetrahydrofuran (200 mL), cooled to −78° C. This solution is treated with phenylethylmagnesium chloride (1.0 M in tetrahydrofuran, 24 mL, 24 mmol), and stirred for one hour. The mixture is allowed to warm to room temperature and stirred for 4 h. The mixture is treated with hydrochloric acid (1 M, 40 mL) and extracted with ethyl acetate. The combined organic extracts are washed with water and brine, dried over sodium sulfate, and filtered. The filtrate is concentrated in vacuo to provide the title compound, 4.0 g (80%), as a colorless liquid.

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred for 4 h
  3. extractionextracted with ethyl acetate
  4. washThe combined organic extracts are washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate is concentrated in vacuo

출처 및 근거

ORD 기록
ord-da68cd3ff7414fb3bec916908e6cbd70
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

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