Benzyl Bromide → HCID 12827154, 화합물

HRID 1485836노트

반응식

HRID 1485836 반응식
[CH:1]1([OH:8])[CH2:6][CH2:5][CH:4]([OH:7])[CH:3]=[CH:2]1.[H-].[Na+].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C=O)C>[CH2:11]([O:7][CH:4]1[CH2:5][CH2:6][CH:1]([OH:8])[CH:2]=[CH:3]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 5508252-Cyclohexene-1,4-diol

생성물 1

HCID 12827154HCID 12827154, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 34 (79 mg, 0.69 mmol) in DMF (1 mL) was added sodium hydride (14 mg, 0.62 mmol) at 0° C. Benzyl bromide (73 μL, 0.62 mmol) was added to the mixture dropwise, under an argon atmosphere. The reaction was stirred for 16 h at room temperature. Upon completion, distilled water (3 mL) was added to the mixture and the organic layer extracted into ethyl acetate. The organic layers were combined, dried and concentrated to give a crude mixture that was purified by column chromatography (Silica gel, 10%-20% EtOAc in hexane) to give 35 as an oil.

후처리

  1. distillationUpon completion, distilled water (3 mL)
  2. additionwas added to the mixture
  3. extractionthe organic layer extracted into ethyl acetate
  4. customdried
  5. concentrationconcentrated
  6. customto give a crude mixture that
  7. customwas purified by column chromatography (Silica gel, 10%-20% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-ec927e1369724cf0bc30af60a8959100
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422320B2

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