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2-(Di-tert-butylphosphino)biphenyl → 2-Ethoxy-4-p-tolyl-6-chloropropyl-1,2-oxaphosphorin 2-oxide

HRID 1499002
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HRID 1499002 반응식
CC(P(C(C)(C)C)C1C(C2C=CC=CC=2)=CC=CC=1)(C)C.[C:22]1([CH3:42])[CH:27]=[CH:26][C:25]([C:28]#[C:29][P:30](=[O:41])([O:34][C:35]([CH2:37][CH2:38][CH2:39][Cl:40])=[CH2:36])[O:31][CH2:32][CH3:33])=[CH:24][CH:23]=1>[Au].ClC(Cl)C>[CH2:32]([O:31][P:30]1(=[O:41])[CH:29]=[C:28]([C:25]2[CH:26]=[CH:27][C:22]([CH3:42])=[CH:23][CH:24]=2)[CH:36]=[C:35]([CH2:37][CH2:38][CH2:39][Cl:40])[O:34]1)[CH3:33]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 90019180Ethyl 5-chloropent-1-en-2-yl p-tolylethynylphosphonate

생성물 1

HCID 715466022-Ethoxy-4-p-tolyl-6-chloropropyl-1,2-oxaphosphorin 2-oxide수율 78%

시약·촉매·용매 2

HCID 23985Gold촉매HCID 63651,1-Dichloroethane용매2회

실험 절차

Method 1—A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]+SbF6—} [JohnPhos:(2-biphenyl)di-tent-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 5-chloropent-1-en-2-yl p-tolylethynylphosphonate (Example 9, 97.8 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and 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-chloropropyl-1,2-oxaphosphorin 2-oxide (76.3 mg, 78%) 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-6227305c3c6b49038bd325e6bacc1f9f
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09200019B2

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