(-)-Epichlorohydrin → (S)-1-chloro-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol

HRID 74358

반응식

HRID 74358 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][CH:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[CH:3]=1.[CH2:15]([C@@H:17]1[O:19][CH2:18]1)[Cl:16]>>[Cl:16][CH2:15][C@@H:17]([OH:19])[CH2:18][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][CH:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[CH:3]=1

참가 물질

3

반응물 2

HCID 2734062(-)-EpichlorohydrinHCID 673177401-Bromo-3-(2-ethylbutoxy)benzene

생성물 1

HCID 67317444(S)-1-chloro-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol

실험 절차

Metallation of 1-bromo-3-(2-ethylbutoxy)benzene followed by addition to (R)-(−)-epichlorohydrin gave (S)-1-chloro-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol. Yield (1.57 g, 60%): 1H NMR (400 MHz, DMSO-d6) δ 7.14 (t, J=7.8 Hz, 1H), 6.78-6.73 (m, 3H), 5.13 (d, J=5.2 Hz, 1H), 3.88-3.83 (m, 1H), 3.80 (d, J=6.0 Hz, 2H), 3.52 (dd, J=10.8, 4.6 Hz, 1H), 3.43 (dd, J=11.0, 5.8 Hz, 1H), 2.74 (dd, J=13.8, 5.0 Hz, 1H), 2.62 (dd, J=13.6, 7.6 Hz, 1H), 1.61-1.55 (m, 1H), 1.47-1.31 (m, 4H), 0.86 (t, J=7.2 Hz, 6H).

출처 및 근거

ORD 기록
ord-f2a8d4bff3314bd1b626d1145052537d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829244B2

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