(4-Methoxy-2-methylphenyl)boronic acid → 3,3,5,5-Tetramethylcyclohex-1-en-1-yl triflate

HRID 237820노트

반응식

HRID 237820 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[C:5]([CH3:12])[CH:4]=1.[CH3:13][C:14]1([CH3:30])[CH2:19][C:18]([CH3:21])([CH3:20])[CH2:17][C:16]([O:22][S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24])=[CH:15]1>>[CH3:13][C:14]1([CH3:30])[CH2:19][C:18]([CH3:20])([CH3:21])[CH2:17][C:16]([O:22][S:23]([C:26]([F:29])([F:27])[F:28])(=[O:24])=[O:25])=[CH:15]1.[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:16]2[CH2:17][C:18]([CH3:21])([CH3:20])[CH2:19][C:14]([CH3:30])([CH3:13])[CH:15]=2)=[C:5]([CH3:12])[CH:4]=1

참가 물질

4

반응물 2

HCID 2773486(4-Methoxy-2-methylphenyl)boronic acidHCID 110873803,3,5,5-Tetramethylcyclohex-1-en-1-yl triflate

생성물 2

HCID 110873803,3,5,5-Tetramethylcyclohex-1-en-1-yl triflateHCID 68525758HCID 68525758, 화합물

실험 절차

Trifluoro-methanesulfonic acid 3,3,5,5-tetramethyl-cyclohex-1-enyl ester was prepared in accordance with the procedures of Hanack et. al., J. Heterocyclic Chem. 1988, 25, pp 1237-1241. 4-Methoxy-2-methyl-1-(3,3,5,5-tetramethyl-cyclohex-1-enyl)-benzene was prepared in two steps by a Suzuki coupling of 4-methoxy-2-methyl-phenylboronic acid and trifluoro-methanesulfonic acid 3,3,5,5-tetramethyl-cyclohex-1-enyl ester following the procedures of Carmen et. al., Synlett 2005, No. 10, pp 1601-1605, to obtain 4-methoxy-2-methyl-1-(3,3,5,5-tetramethyl-cyclohex-1-enyl)-benzene, which was subsequently hydrogenated to form 1-cyclohexyl-4-methoxy-2-methyl-benzene.

출처 및 근거

ORD 기록
ord-d6abbe0e348b420ea39320bc603c75fb
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642603B2

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