Hydrochloric Acid → 4-(3-Hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acid

HRID 912501노트

반응식

HRID 912501 반응식
O1CCCCC1[O:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([B:18]([OH:20])[OH:19])=[CH:14][C:13]=1[C:21]([F:24])([F:23])[F:22].Cl>>[OH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([B:18]([OH:19])[OH:20])=[CH:14][C:13]=1[C:21]([F:24])([F:22])[F:23]

참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 576575864-(3-(Tetrahydro-2H-pyran-2-yloxy)propoxy)-3-(trifluoromethyl)phenylboronic acid

생성물 1

HCID 576575354-(3-Hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acid

반응 조건

온도
50 °C

실험 절차

4-(3-(Tetrahydro-2H-pyran-2-yloxy)propoxy)-3-(trifluoromethyl)phenylboronic acid (30.6 g) was added to hydrochloric acid (1M in MeOH) and the mixture was heated at 50° C. for 40 minutes. Solvent and HCl were then removed under reduced pressure and residue (20.3 g) was used for next step without further purification. Proton NMR indicates 2 sets of product peaks assumed to be monomer and dimer or trimer. 1H NMR (CDCl3 (0.7 ml)+CD3OD (0.2 ml)) δ: 7.7-8.0 (2xd and 2xs, 2H), 7.0 (2xd, 1H), 4.22 (t, 2H), 3.86 (t, 2H), 3.48 (tt, 2H).

후처리

  1. customSolvent and HCl were then removed under reduced pressure and residue (20.3 g)
  2. customwas used for next step without further purification

출처 및 근거

ORD 기록
ord-d730038a0b2441b9b4d587e70bbe40ad
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026236B2

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