Iodine → HCID 86602382, 화합물

HRID 857817노트

반응식

II.[C:3]1([CH3:25])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21]O)=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16].C([O:28][P:29]([O:33][CH2:34][CH3:35])[O:30][CH2:31][CH3:32])C>>[C:3]1([CH3:25])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21][P:29](=[O:28])([O:30][CH2:31][CH3:32])[O:33][CH2:34][CH3:35])=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16]

참가 물질

반응물 3

HCID 807Iodine

HCID 31215Triethyl phosphite

HCID 69618705HCID 69618705, 화합물

생성물 1

HCID 86602382HCID 86602382, 화합물

반응 조건

온도: 25 °C

실험 절차

Iodine (6.6 mmol) was added to a mixture of 4-(N,N-di-tolylamino)-benzyl alcohol (6.6 mmol) and triethylphosphite (10 mL) at 0° C. The reaction was allowed to warm to 25° C. and stirred for two hours. Excess triethylphosphite was distilled away from the reaction under reduced pressure, and the residue was partitioned between ether and water. The organic extracts were dried and concentrated to an oil, which was then purified by column chromatography to yield 1.6 g of diethyl 4-(N,N-di-tolylamino)-benzylphosphonate. The product was a pale, viscous oil. H1 NMR and mass spectra data were consistent with the structure.

후처리

distillationExcess triethylphosphite was distilled away from the reaction under reduced pressure
customthe residue was partitioned between ether and water
customThe organic extracts were dried
concentrationconcentrated to an oil, which
customwas then purified by column chromatography

출처 및 근거

ORD 기록: ord-7fb766e2effe46fc88d90c22959bc975
출처 데이터셋: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07147938B2

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