Benzoate → Ethyl 4-[(7,8-dihydro-5,8,8-trimethylnaphth-3-yl)ethynyl]benzoate

HRID 277529ノート

反応式

HRID 277529 の反応式
C([O-])(=O)C1C=CC=CC=1.[CH3:10][C:11]1([CH3:38])[C:20]2[CH:19]=[CH:18][C:17]([C:21]#[C:22][C:23]3[CH:33]=[CH:32][C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:25][CH:24]=3)=[CH:16][C:15]=2[C:14]([C:34](C)(C)C)=[CH:13][CH2:12]1.FC(F)(F)S(OC1C2C=C(C#CC3C=CC(C(OCC)=O)=CC=3)C=CC=2C(C)(C)CC=1)(=O)=O>>[CH3:34][C:14]1[C:15]2[CH:16]=[C:17]([C:21]#[C:22][C:23]3[CH:33]=[CH:32][C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[CH:25][CH:24]=3)[CH:18]=[CH:19][C:20]=2[C:11]([CH3:10])([CH3:38])[CH2:12][CH:13]=1

参加物

4

実験手順

Employing the same general procedure as for the preparation of ethyl 4-(7,8-dihydro-8,8-dimethyl-5-(1,1-dimethylethyl)naphth-3-yl)ethynyl]benzoate (Compound 71), 250 mg (0.52 mmol) of ethyl 4-[(5-trifluoromethylsulfonyloxy-7,8-dihydro-8,8-dimethylnaphth-3-yl)ethynyl]benzoate (Compound 66) was converted into the title compound (HPLC Partisil 10, 0.5% EtOAC-hexanes) using 70.2 mg (0.78 mmol) of cuprous cyanide, 33.2 mg (0.78 mmol) of lithium chloride and 34.5 mg (1.28 ml, 1.57 mmol) of methyllithium (1.22M solution in Et2O).

出典と根拠

ORDレコード
ord-6379556505b04ff39913b2110ef873eb
出典データセット
uspto-grants-2002_03
特許番号
US06355806B1

反応ノート

読み込み中…