Triethylamine → 2-Tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-7-vinylnaphthalen-2-yl)acetic acid

HRID 514078

반응식

HRID 514078 반응식
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([CH3:30])[C:8]([CH:19]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:20]([O:22]CC)=[O:21])=[C:9]2[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[CH2:31]([Sn](CCCC)(CCCC)C=C)[CH2:32]CC.C(N(CC)CC)C>CC#N.O>[C:26]([O:25][CH:19]([C:8]1[C:7]([CH3:30])=[CH:6][C:5]2[C:10](=[CH:11][C:2]([CH:31]=[CH2:32])=[CH:3][CH:4]=2)[C:9]=1[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[C:20]([OH:22])=[O:21])([CH3:27])([CH3:28])[CH3:29]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 81998TributylvinyltinHCID 67126201Ethyl 2-(7-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetate

생성물 1

HCID 565999362-Tert-butoxy-2-(1-(4-chlorophenyl)-3-methyl-7-vinylnaphthalen-2-yl)acetic acid

시약·촉매·용매 1

HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

2-tert-Butoxy-2-(1-(4-chlorophenyl)-3-methyl-7-vinylnaphthalen-2-yl)acetic acid (76) was prepared by the method of Example 67 from ethyl 2-(7-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetate using tributyl(vinyl)tin and without triethylamine. 1H-NMR: 400 MHz, (CD3OD) δ: 7.74 (d, J=9 Hz, 1H), 7.65 (m, 2H), 7.55 (m, 3H), 7.32 (d, J=9 Hz, 1H), 7.13 (s, 1H), 6.65 (dd, J=18, 11 Hz, 1H), 5.71 (d, J=18 Hz, 1H), 5.19 (d, J=11 Hz, 1H), 5.17 (s, 1H), 2.59 (s, 3H), 0.98 (s, 9H). HPLC (Kinetex 2.6u, 50×4.6 mm, 2-100% MeCN/H2O+0.05% HOAc, 5 min run): tR (min)=3.99.

출처 및 근거

ORD 기록
ord-64c72200eb2349e1affaae77df688129
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102614B2

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