Triethylamine → HCID 58444590、化合物

HRID 1509766ノート

反応式

HRID 1509766 の反応式
Br[CH:2]1[CH:7]([CH2:8][CH3:9])[CH2:6][O:5][CH:4]([C:10]2[CH:15]=[CH:14][C:13]([B:16]3[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:24])([CH3:23])[O:17]3)=[C:12]([F:25])[CH:11]=2)[CH2:3]1.[H][H].C(N(CC)CC)C>C1(C)C=CC=CC=1.O.[Pd]>[CH2:8]([CH:7]1[CH2:6][O:5][CH:4]([C:10]2[CH:15]=[CH:14][C:13]([B:16]3[O:17][C:18]([CH3:24])([CH3:23])[C:19]([CH3:22])([CH3:21])[O:20]3)=[C:12]([F:25])[CH:11]=2)[CH2:3][CH2:2]1)[CH3:9]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 58444576HCID 58444576、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 58444590HCID 58444590、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 22272177Toluene water溶媒

実験手順

18.0 g (36.2 mmol) of 4-bromo-5-ethyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran are hydrogenated for 30 h at a hydrogen pressure of 5 bar and at 80° C. in toluene/water in the presence of Pd/C (5% of Pd) and 12.7 ml (88.1 mmol) of triethylamine. The organic phase is separated off and filtered absorptively (SiO2, toluene). The filtrate is concentrated to dryness, and the residue is recrystallised from ethanol at reduced temperature, giving 5-ethyl-2-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydropyran as a colourless solid.

後処理

  1. customThe organic phase is separated off
  2. filtrationfiltered absorptively (SiO2, toluene)
  3. concentrationThe filtrate is concentrated to dryness
  4. customthe residue is recrystallised from ethanol at reduced temperature

出典と根拠

ORDレコード
ord-2b094232b48642f2a451f1a7b0685be9
出典データセット
uspto-grants-2012_07
特許番号
US08211513B2

反応ノート

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