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

HRID 1499003
ノート
印刷プレビュー

反応式

HRID 1499003 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23985Gold触媒
HCID 6365
1,1-Dichloroethane
溶媒
2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-5283302e5160461c89f6dc4f168bfd04
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09200019B2

反応ノート

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