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1-Pentyne, 5-chloro- → 2-Ethoxy-4-p-tolyl-6-chloropropyl-1,2-oxaphosphorin 2-oxide

HRID 1499003
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HRID 1499003 반응식
CC(P(C(C)(C)C)C1C(C2C=CC=CC=2)=CC=CC=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.[Cl:37][CH2:38][CH2:39][CH2:40][C:41]#[CH:42]>[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:42]=[C:41]([CH2:40][CH2:39][CH2:38][Cl:37])[O:35]1)[CH3:33]
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참가 물질

6

반응물 3

HCID 843081-Pentyne, 5-chloro-HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 71546601Ethyl hydrogen p-tolylethynylphosphonate

생성물 1

HCID 715466022-Ethoxy-4-p-tolyl-6-chloropropyl-1,2-oxaphosphorin 2-oxide수율 70%

시약·촉매·용매 2

HCID 23985Gold촉매
HCID 6365
1,1-Dichloroethane
용매
2회

실험 절차

Method 2—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 hydrogen p-tolylethynylphosphonate (67.3 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and finally, 5-chloropent-1-yne (61.5 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-chloropropyl-1,2-oxaphosphorin 2-oxide (68.5 mg, 70%) 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-5283302e5160461c89f6dc4f168bfd04
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09200019B2

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