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

HRID 703871노트

반응식

HRID 703871 반응식
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]

참가 물질

7

반응물 4

HCID 962WaterHCID 6343EthanethiolHCID 8000Boron trifluoride etherateHCID 15617824HCID 15617824, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  1. customchromatographed with 2:1 ether/hexane

출처 및 근거

ORD 기록
ord-d7002d2aeb714268bd26bcd32d19152f
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04985442

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