(Prop-2-yn-1-yl)cyclohexane → 2-Ethoxy-4-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide

HRID 1499004노트

반응식

HRID 1499004 반응식
CC(P(C(C)(C)C)[C:6]1[C:11]([C:12]2C=CC=[CH:14][CH:13]=2)=[CH:10][CH:9]=[CH:8][CH:7]=1)(C)C.[C:22]1([CH3:36])[CH:27]=[CH:26][C:25]([C:28]#[C:29][P:30](=[O:35])([OH:34])[O:31][CH2:32][CH3:33])=[CH:24][CH:23]=1.C(C1CCCCC1)C#C>[Au].ClC(Cl)C>[CH2:32]([O:31][P:30]1(=[O:34])[CH:29]=[C:28]([C:25]2[CH:24]=[CH:23][C:22]([CH3:36])=[CH:27][CH:26]=2)[CH:14]=[C:13]([CH2:12][CH:11]2[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]2)[O:35]1)[CH3:33]

참가 물질

6

반응물 3

HCID 87265(Prop-2-yn-1-yl)cyclohexaneHCID 27342152-(Di-tert-butylphosphino)biphenyl2회HCID 71546601Ethyl hydrogen p-tolylethynylphosphonate

생성물 1

HCID 900192492-Ethoxy-4-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide수율 64%

시약·촉매·용매 2

HCID 23985Gold촉매HCID 63651,1-Dichloroethane용매2회

실험 절차

A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]|SbF6—} [JohnPhos:(2-biphenyl)di-tert-butylphosphine] (11.3 mg, 0.015 mmol) was put into a reaction container, and dichloroethane (0.4 mL) was put thereinto. After stirring at room temperature for 5 minutes, ethyl hydrogen p-tolylethynylphosphonate (67.3 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and finally, prop-2-ynylcyclohexane (73.2 mg, 0.6 mmol) was put thereinto. Then, when all of the starting materials disappeared in the TLC, the reaction was allowed to be completed. After the solvent was removed under low atmospheric pressure, the product was separated by chromatography to obtain 2-ethoxy-4-p-tolyl-6-(cyclohexylmethyl)-1,2-oxaphosphorin 2-oxide (66.5 mg, 64%) which is a title compound.

후처리

  1. additionwas added
  2. customAfter the solvent was removed under low atmospheric pressure
  3. customthe product was separated by chromatography

출처 및 근거

ORD 기록
ord-b19218f2dab046939aa8f396b1d66b9a
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09200019B2

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