Acetone Cyanohydrin → 5-[2-(Phenylmethoxy)ethyl]furan-2-propanenitrile

HRID 2110427노트

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HRID 2110427 반응식
CCO[C:4](/[N:6]=N/C(OCC)=O)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O[CH2:33][CH2:34][C:35]1[O:36][C:37]([CH2:40][CH2:41][O:42][CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[CH:38][CH:39]=1.CC(C)(O)C#N>C1COCC1>[C:44]1([CH2:43][O:42][CH2:41][CH2:40][C:37]2[O:36][C:35]([CH2:34][CH2:33][C:4]#[N:6])=[CH:39][CH:38]=2)[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

참가 물질

6

실험 절차

DEAD (1.285 mL, 8.17 mmol) was added to a stirred solution of Ph3P (2.14 g, 8.17 mmol) in 12 mL of dry THF at 0° C. The solution was stirred for 30 min at rt and compound 255E (670 mg, 2.72 mmol) was added. The reaction was stirred for 15 min and acetone cyanohydrin (0.745 mL, 8.17 mmol) was added at −15° C. The reaction was stirred for 30 min at −15° C., then at rt overnight. The mixture was then concentrated under reduced pressure. Purification by flash chromatography on silica gel eluting with 100% CH2Cl2 gave 180 mg (0.705 mmol, 26%) of compound 255F as a colorless oil.

후처리

  1. stirringThe reaction was stirred for 15 min
  2. stirringThe reaction was stirred for 30 min at −15° C.
  3. customat rt
  4. customovernight
  5. concentrationThe mixture was then concentrated under reduced pressure
  6. customPurification by flash chromatography on silica gel eluting with 100% CH2Cl2

출처 및 근거

ORD 기록
ord-e1c682263a224a38bd5c2b85644f312e
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517904B2

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