Texanol → 1-Isobutyryloxy-2,2,4-trimethylpentane-3-yl para-toluenesulfonate

HRID 1632793

반응식

HRID 1632793 반응식
[CH3:1][CH:2]([CH3:15])[C:3]([O:5][CH2:6][C:7]([CH3:14])([CH3:13])[CH:8]([OH:12])[CH:9]([CH3:11])[CH3:10])=[O:4].[C:16]1([CH3:26])[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>N1C=CC=CC=1>[C:16]1([CH3:26])[CH:21]=[CH:20][C:19]([S:22]([O:12][CH:8]([CH:9]([CH3:10])[CH3:11])[C:7]([CH3:14])([CH3:13])[CH2:6][O:5][C:3](=[O:4])[CH:2]([CH3:15])[CH3:1])(=[O:24])=[O:23])=[CH:18][CH:17]=1

참가 물질

4

반응물 2

HCID 6490TexanolHCID 73974-Toluenesulfonyl chloride

생성물 1

HCID 204424431-Isobutyryloxy-2,2,4-trimethylpentane-3-yl para-toluenesulfonate

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

Into a one-liter, four-necked, round bottom flask equipped with stirrer, condenser, and thermometer, 200.0 parts of pyridine and 54.0 parts of 3-hydroxy-2,2,4-trimethylpentyl 2-methylpropionate were mixed under a nitrogen blanket and cooled to 0° C. using an ice water bath. To this, 57.0 parts of para-toluenesulfonyl chloride were added in portions over a thirty minute period. The solution was stirred for one hour at 0° C. and then allowed to stand for twenty-four hours at 15° C. The mixture was subsequently poured into one liter of ice water, which was then extracted with 700 parts of methylene chloride. The organic layer was washed successively with cold 6N sulfuric acid (until the water layer was acidic to pH paper); dilute sodium bicarbonate (three times with 500 part-portions); and water (twice with 500 part-portions). It was then dried over sodium sulfate, filtered, and the solvent removed in vacuo to yield the 1-isobutyryloxy-2,2,4-trimethylpentane-3-yl para-toluenesulfonate.

후처리

  1. customInto a one-liter, four-necked, round bottom flask equipped with stirrer, condenser
  2. waitto stand for twenty-four hours at 15° C
  3. extractionwas then extracted with 700 parts of methylene chloride
  4. washThe organic layer was washed successively with cold 6N sulfuric acid (until the water layer
  5. dry with materialIt was then dried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-f666d79b2e014a1fb6acc1135dbe1098
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04477618

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