Triethylamine → 3-Cyclopentyloxy-4-methoxybenzal hydantoin

HRID 582131노트

반응식

HRID 582131 반응식
CCOP(OCC)([CH:6]1[NH:12][C:10](=[O:11])[NH:9][C:7]1=[O:8])=O.C(N(CC)CC)C.[CH:23]1([O:28][C:29]2[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=2[O:37][CH3:38])[CH:32]=O)[CH2:27][CH2:26][CH2:25][CH2:24]1>C(#N)C>[CH:23]1([O:28][C:29]2[CH:30]=[C:31]([CH:34]=[CH:35][C:36]=2[O:37][CH3:38])[CH:32]=[C:6]2[NH:12][C:10](=[O:11])[NH:9][C:7]2=[O:8])[CH2:24][CH2:25][CH2:26][CH2:27]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27358933-Cyclopentyloxy-4-methoxybenzaldehydeHCID 3516088Diethyl 5-hydantoylphosphonate

생성물 1

HCID 543507273-Cyclopentyloxy-4-methoxybenzal hydantoin수율 77.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

To a stirred solution of diethyl 5-hydantoylphosphonate (10 g, 42.3 mmol) and triethylamine (5.70 g, 56 mmol), in dry acetonitrile (100 ml) at room temperature was added a solution of 3-cyclopentyloxy-4-methoxybenzaldehyde (8 g, 36.3 mmol) in dry acetonitrile (75 ml), dropwise over 30 minutes. The resulting mixture was stirred at room temperature overnight, after which volatiles were removed in vacuo. The residue was diluted with 0.05N HCl (120 ml) and the precipitate collected by filtration. Recrystallization of this material with methylene chloride/methanol/diethyl ether afforded the title compound as a pale yellow solid (8.54 g). m.p. 220-222° C.

후처리

  1. customafter which volatiles were removed in vacuo
  2. additionThe residue was diluted with 0.05N HCl (120 ml)
  3. filtrationthe precipitate collected by filtration
  4. customRecrystallization of this material with methylene chloride/methanol/diethyl ether

출처 및 근거

ORD 기록
ord-8002a67f5d7b458289c408796d875a7e
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05922751

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