Sodium hydride → HCID 59833652、化合物

HRID 270044ノート

反応式

HRID 270044 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 59833652HCID 59833652、化合物収率 89%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8900Heptane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-60bdd320967742c2853f7147e773af0d
出典データセット
uspto-grants-2008_11
特許番号
US07449475B2

反応ノート

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