Water → HCID 22622886, 화합물

HRID 840380노트

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HRID 840380 반응식
[CH3:1][CH:2]1[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[C:10]([C:13](OC)=[O:14])[CH:11]=[CH:12][C:4]=2[O:3]1.CC(C[AlH]CC(C)C)C.C(O)(C)C.O>O1CCCC1.C1(C)C=CC=CC=1>[CH3:1][CH:2]1[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[C:10]([CH2:13][OH:14])[CH:11]=[CH:12][C:4]=2[O:3]1

참가 물질

7

반응물 4

HCID 962WaterHCID 3776IsopropanolHCID 14487Diisobutylaluminum hydrideHCID 10656590methyl 2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

생성물 1

HCID 22622886HCID 22622886, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8028Tetrahydrofuran용매

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온도
-15 °C

실험 절차

10.3 g (46.6 mmol) of (±)-2-methyl-3-oxo-6-(methoxycarbonyl)-3,4-dihydro-2H-1,4-benzoxazine is dissolved in 164 ml of tetrahydrofuran. After 330 ml of toluene is added, the solution is cooled to −15° C. At this temperature, 144.2 ml of a 20% DIBAH solution in toluene is added in drops within 30 minutes. A color change from yellow to orange takes place. After 45 minutes of stirring at −15° C., 31 ml of isopropanol is added in drops at this temperature, and 68 ml of water is added in drops at 0° C. After 2½ hours of vigorous stirring at room temperature, the precipitate that is produced is suctioned off, washed with tetrahydrofuran, and the filtrate is spun in. The residue is chromatographed on silica gel (mobile solvent: methylene chloride/ethanol).

후처리

  1. additionis added in drops at 0° C
  2. stirringAfter 2½ hours of vigorous stirring at room temperature
  3. customthe precipitate that is produced
  4. washwashed with tetrahydrofuran
  5. customThe residue is chromatographed on silica gel (mobile solvent: methylene chloride/ethanol)

출처 및 근거

ORD 기록
ord-9e5a0793d9b143029418ccd7890425c4
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06365736B1

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