1-(Bromomethyl)-2-phenylbenzene → 2-[1,1'Biphenyl]-2-yl-1-[4-(phenylmethyl)morpholin-2-yl]-1-tetrahydro-2H-pyran-4-ylethanol

HRID 30328

반응식

HRID 30328 반응식
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][O:11][CH:10]([C:14]([CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[O:15])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:22]1([C:28]2[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=2[CH2:30][Mg:31][Br:32])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[C:37]1([C:43]2[CH:50]=[CH:49][CH:48]=[CH:47][C:44]=2[CH2:45]Br)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[C:22]1([C:28]2[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=2[CH2:30][Mg:31][Br:32])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1.[C:43]1([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[CH:50]=[CH:49][CH:48]=[CH:47][C:44]=1[CH2:45][C:14]([CH:10]1[O:11][CH2:12][CH2:13][N:8]([CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:9]1)([CH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[OH:15]

참가 물질

5

반응물 3

HCID 2633651-(Bromomethyl)-2-phenylbenzeneHCID 59789303(4-benzylmorpholin-2-yl)(tetrahydro-2H-pyran-4-yl)methanoneHCID 178419666HCID 178419666, 화합물2회

생성물 2

HCID 588549072-[1,1'Biphenyl]-2-yl-1-[4-(phenylmethyl)morpholin-2-yl]-1-tetrahydro-2H-pyran-4-ylethanolHCID 178419666HCID 178419666, 화합물

실험 절차

Compound 55 is prepared from 8 (0.56 g, 1.94 mmol) and 2-phenyl benzyl magnesium bromide solution (0.25 M solution in diethyl ether, 9.31 mL, 2,33 mmol, 1.2 eq) following General Procedure 2. 2-Phenylbenzyl magnesium bromide is prepared from commercially available (Aldrich) 2-phenylbenzyl bromide following General Procedure 5. Further 2-phenyl benzyl magnesium bromide solution (1 mL) is added and the reaction left under stirring overnight. Purification by ion exchange chromatography gives 55 as an off-white foam-like solid (0.37 g, 68%). MW 457.62; C30H35NO3; LCMS. (6 minute method): m/z 458 [M+H]+, RT 3.58 min.

후처리

  1. waitthe reaction left
  2. customPurification by ion exchange chromatography

출처 및 근거

ORD 기록
ord-ca69a0b3786d4eeab4cf3763ad020698
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423037B2

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