Triethylamine → HCID 58444590, 화합물

HRID 1509766노트

반응식

HRID 1509766 반응식
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]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 58444576HCID 58444576, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 58444590HCID 58444590, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 22272177Toluene water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2b094232b48642f2a451f1a7b0685be9
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211513B2

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