4-Bromoanisole → 3,5-Di-(tert-butyldimethylsilyloxy)-4'-methoxybenzhydrol

HRID 646660

반응식

Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[Si:10]([O:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([O:26][Si:27]([C:30]([CH3:33])([CH3:32])[CH3:31])([CH3:29])[CH3:28])[CH:25]=1)[CH:21]=[O:22])([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]>>[Si:10]([O:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([O:26][Si:27]([C:30]([CH3:33])([CH3:32])[CH3:31])([CH3:28])[CH3:29])[CH:25]=1)[CH:21]([OH:22])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]

참가 물질

반응물 2

HCID 77304-Bromoanisole

HCID 109155453,5-Bis(tert-butyldimethylsilyloxy)benzaldehyde

생성물 1

HCID 111451983,5-Di-(tert-butyldimethylsilyloxy)-4'-methoxybenzhydrol수율 82%

실험 절차

Combining 4-bromoanisole (0.43 g) and aldehyde 9a (0.76 g) provided 3,5-di-(tert-butyldimethylsilyloxy)-4′-methoxybenzhydrol 15d as a faint yellow oil (0.80 g, 82%): EIMS m/z 474 (M+), 459, 417, 361, 343, 73; IR (KBr, cm−1) νmax 3420, 2932, 2859, 2361, 1591, 1451, 1252, 1163, 1026, 833; 1H-NMR δ 7.29 (2H, d, J=9.04 Hz), 6.89 (2H, d, J=9.0 Hz), 6.52 (2H, d, J=2.0 Hz), 6.28 (1H, t, J=2.0 Hz), 5.70 (1H, s), 3.83 (3H, s, OCH3), 1.00 (18H, s, C(CH3)3×2), 0.20 (12H s, Si(CH3)2×2); 13C-NMR (75.5 MHz) δ 159.0, 156.5, 146.1, 136.0, 127.9, 113.7, 111.5, 111.0, 75.5, 55.3, 25.7, 18.2, −4.4. Anal. (C26H42O4Si2) C, H.

출처 및 근거

ORD 기록: ord-0d1cdd71fe134984adff59778e1506f5
출처 데이터셋: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07705188B2

연결된 노트

불러오는 중…