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

HRID 239080

反応式

HRID 239080 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 113458925-Bromo-2-methyl-2-phenylpentan-1-ol収率 98.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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, 5 H), 3.60 (m, 1 H), 3.48 (m, 1 H), 3.29 (t, 2 H, J=6.0), 1.96-1.44 (m, 5 H), 1.32 (s, 3 H). 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.

出典と根拠

ORDレコード
ord-4d171bc6f05a44ee8f0e1bd9010e9b23
出典データセット
uspto-grants-2014_02
特許番号
US08642653B2

関連ノート

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