Water → Methyl 7-(1-hydroxy-2-naphthyl)-5-heptynoate

HRID 1165007ノート

反応式

HRID 1165007 の反応式
C(S)C.B(F)(F)F.CCOCC.C([O:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][C:22]=1[CH2:31][C:32]#[C:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH3:40])=[O:38])C1C=CC=CC=1.O>C(Cl)Cl.CCOCC>[OH:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][C:22]=1[CH2:31][C:32]#[C:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH3:40])=[O:38]

参加物

7

反応物 4

HCID 962WaterHCID 6343EthanethiolHCID 8000Boron trifluoride etherateHCID 15617824HCID 15617824、化合物

生成物 1

HCID 15617825Methyl 7-(1-hydroxy-2-naphthyl)-5-heptynoate収率 71%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of ethanethiol (12.0 mL, 0.162 mole) and boron trifluoride etherate (6.0 mL, 0.049 mole) was stirred at room temperature. A solution of methyl 7-(1-benzyloxy-2-naphthyl)-5-heptynoate (2.05 g, 0.006 mole) in methylene chloride (8 mL) was added, and the mixture was stirred for 1.5 hours, then poured into water. The crude product was isolated by extraction with ether, and chromatographed with 2:1 ether/hexane. The title compound (1.09 g, 71%) was obtained as a colorless oil. Mass spectrum: m/z=282.

後処理

  1. customchromatographed with 2:1 ether/hexane

出典と根拠

ORDレコード
ord-4f4c6dc6983340d1a4c7a7f9dfc012af
出典データセット
uspto-grants-1990_03
特許番号
US04906636

反応ノート

読み込み中…