Methanol → 5-Bromo-2-methyl-2-phenylpentan-1-ol

HRID 646826

반응식

HRID 646826 반응식
BrCCCCC(C)(C1C=CC(C)=CC=1)CO.[Br:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:33])([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:22](OCC)=[O:23].[Li+].[BH4-].CO>C(Cl)Cl>[Br:17][CH2:18][CH2:19][CH2:20][C:21]([CH3:33])([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:22][OH:23]

참가 물질

6

반응물 4

HCID 887MethanolHCID 4148881Lithium borohydrideHCID 111968926-Bromo-2-methyl-2-p-tolylhexan-1-olHCID 23431358Ethyl 5-bromo-2-methyl-2-phenyl-pentanoate

생성물 1

HCID 113458925-Bromo-2-methyl-2-phenylpentan-1-ol수율 98.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

According to the procedure given for the synthesis of 206e, 205b (23.70 g, 79.21 mmol) was reduced with LiBH4 (3.45 g, 158.4 mmol) and methanol (5.24 g, 163.5 mmol) in anhydrous CH2Cl2 (150 mL) to give 206b (20.0 g, 98%) as an oil. 1H NMR (CDCl3): δ 7.34-7.14 (m, 5H), 3.60 (m, 1H), 3.48 (m, 1H), 3.29 (t, 2H, J=6.0), 1.96-1.44 (m, 5H), 1.32 (s, 3H). 13C NMR (CDCl3): δ 144.25, 128.59, 126.71, 126.41, 72.44, 43.15, 37.06, 34.64, 27.58, 21.61. HRMS (LSIMS, nba): Calcd for C12H16Br (MH+—H2O): 239.0435, found: 239.0444.

출처 및 근거

ORD 기록
ord-b4394b114ac946948ec979a515e31546
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705177B2

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