Sodium hydride → HCID 59833652, 화합물

HRID 270044노트

반응식

HRID 270044 반응식
[H-].[Na+].[CH2:3]([N:10]1[CH2:15][CH2:14][C:13]([CH2:24][OH:25])([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2F)[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CCCCCCC.O1CCCC1>[CH2:3]([N:10]1[CH2:15][CH2:14][C:13]2([CH2:16][C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[O:25][CH2:24]2)[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

5

반응물 2

HCID 24758Sodium hydrideHCID 68961767[1-Benzyl-4-(2-fluorobenzyl)piperidin-4-yl)methanol

생성물 1

HCID 59833652HCID 59833652, 화합물수율 89%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8900Heptane용매

실험 절차

Sodium hydride (350 mg, 7.0 mmol, 50% disp in oil) was washed three times with heptane, under nitrogen atmosphere, and then dissolved in tetrahydrofuran (50 mL). A solution of [1-benzyl-4-(2-fluorobenzyl)piperidin-4-yl)methanol (1 g, 3.2 mmol) in tetrahydrofuran (30 mL) was added and the resulting mixture was refluxed for 3 hrs. The cooled solution was partitioned between water and ethyl acetate and the organic layer was dried over magnesium sulphate and concentrated. The crude product was purified on silica (dichloromethane/methanol) to give 0.83 g (89%) of the subtitle compound.

후처리

  1. temperaturethe resulting mixture was refluxed for 3 hrs
  2. customThe cooled solution was partitioned between water and ethyl acetate
  3. dry with materialthe organic layer was dried over magnesium sulphate
  4. concentrationconcentrated
  5. customThe crude product was purified on silica (dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-60bdd320967742c2853f7147e773af0d
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449475B2

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