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Boron trifluoride → 1-(4-Methoxyphenyl)-4-(2,4,6-trimethoxyphenyl)piperidin-3-ol

HRID 1363381
ノート
印刷プレビュー

反応式

HRID 1363381 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH:13]=[C:12]([C:15]3[C:20]([O:21][CH3:22])=[CH:19][C:18]([O:23][CH3:24])=[CH:17][C:16]=3[O:25][CH3:26])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[BH4-].[Na+].B(F)(F)F.C1C[O:36]CC1>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][CH:12]([C:15]3[C:20]([O:21][CH3:22])=[CH:19][C:18]([O:23][CH3:24])=[CH:17][C:16]=3[O:25][CH3:26])[CH:13]([OH:36])[CH2:14]2)=[CH:7][CH:8]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 6356Boron trifluorideHCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 669341641,2,3,6-Tetrahydro-1-(4-methoxyphenyl)-4-(2,4,6-trimethoxyphenyl)pyridine

生成物 1

HCID 669340611-(4-Methoxyphenyl)-4-(2,4,6-trimethoxyphenyl)piperidin-3-ol

反応条件

温度
52.5 °C

実験手順

Compound of example 118 (15 g, 42 mmol) was subjected to hydroboration using NaBH4 (2.7 g, 71.4 mmol) and BF3-etherate (12.6 g, 88.8 mmol) in THF (50 mL). Excess diborane was destroyed by the addition of water. Conc. HCl (15 mL) was added and the reaction mixture was stirred at 50-55° C. for 1 h. It was cooled to room temperature The resulting mixture was made basic (pH 12-14) using an aqueous 50% NaOH solution. 30% H2O2 (9 mL) was added and the reaction mixture was stirred at 50-55° C. for 1 h. The reaction mixture was processed as described in example 2 to obtain the title compound.

後処理

  1. customExcess diborane was destroyed by the addition of water
  2. additionConc. HCl (15 mL) was added
  3. temperatureIt was cooled to room temperature The resulting mixture
  4. addition30% H2O2 (9 mL) was added
  5. stirringthe reaction mixture was stirred at 50-55° C. for 1 h

出典と根拠

ORDレコード
ord-fafe500061e3499aa8c1a6f20f626e11
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07884127B2

反応ノート

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