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Triethylamine → O-ethyl O-(2-anthryl) S-propyl phosphorothioate

HRID 1632216
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HRID 1632216 반응식
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][C:2]=1[OH:15].C(N(CC)CC)C.[P:23](=[O:32])(Cl)([S:27][CH2:28][CH2:29][CH3:30])[O:24][CH2:25][CH3:26].C(OCC)(=O)C>C1(C)C=CC=CC=1>[P:23](=[O:32])([S:27][CH2:28][CH2:29][CH3:30])([O:15][C:2]1[CH:3]=[CH:4][C:5]2[C:14](=[CH:13][C:12]3[C:7]([CH:6]=2)=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:1]=1)[O:24][CH2:25][CH3:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 995032-AnthrolHCID 11745722O-Ethyl S-propyl chlorothiophosphate

생성물 1

HCID 13339650O-ethyl O-(2-anthryl) S-propyl phosphorothioate

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
0 °C

실험 절차

2-Anthrol (3.0 grams; 0.015 mole), triethylamine (2.1 ml) and toluene (50 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture was cooled to about 0° C. and O-ethyl S-propyl phosphorochloridothioate (3.01 grams; 0.015 mole) dissolved in toluene (38 ml) was added with stirring over a period of about 1/2 hour. After the addition was completed stirring was continued at room temperature overnight. After this time the reaction mixture was filtered to remove triethylamine hydrochloride and the filtrate stripped of solvent leaving solid residue. This residue was subjected to flash chromatography using ethyl acetate as the eluant to yield the desired product O-ethyl O-(2-anthryl) S-propyl phosphorothioate as a light tan solid melting at 79° to 83° C.

후처리

  1. customequipped with a mechanical stirrer
  2. additionwas added
  3. additionAfter the addition
  4. stirringwas completed stirring
  5. waitwas continued at room temperature overnight
  6. filtrationAfter this time the reaction mixture was filtered
  7. customto remove triethylamine hydrochloride
  8. customleaving solid residue

출처 및 근거

ORD 기록
ord-5bcafa2e160f425ba323e349694c32c5
출처 데이터셋
uspto-grants-1984_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04474776

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