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Methanol → 4-(2,4-dihydroxymethylphenyl)-5-methyl-2-[N-(alpha-cycloproplybenzyl)-N-propylamino]thiazole

HRID 399638
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인쇄 미리보기

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HRID 399638 반응식
[C:1]([C:4]1[CH:9]=[C:8]([C:10](O)=[O:11])[CH:7]=[CH:6][C:5]=1[C:13]1[N:14]=[C:15]([N:19]([CH:23]([CH:30]2[CH2:32][CH2:31]2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:21][CH3:22])[S:16][C:17]=1[CH3:18])(O)=[O:2].B.C(=O)([O-])[O-].[K+].[K+].CO>O1CCCC1.O>[OH:2][CH2:1][C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[CH:6][C:5]=1[C:13]1[N:14]=[C:15]([N:19]([CH:23]([CH:30]2[CH2:31][CH2:32]2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:20][CH2:21][CH3:22])[S:16][C:17]=1[CH3:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 887MethanolHCID 6331BoraneHCID 11430Potassium CarbonateHCID 189678034-(2,4-dicarboxyphenyl)-5-methyl-2-[N-(alpha-cyclopropylbenzyl)-N-propylamino]thiazole

생성물 1

HCID 152916214-(2,4-dihydroxymethylphenyl)-5-methyl-2-[N-(alpha-cycloproplybenzyl)-N-propylamino]thiazole

시약·촉매·용매 2

HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매2회

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온도
60 °C

실험 절차

1 g of the compound obtained in Step A is dissolved in 20 ml of anhydrous tetrahydrofuran, followed, at -7° C., by addition of 5 ml of 1M borane solution in tetrahydrofuran, and the mixture is stirred overnight. 0.5 g of potassium carbonate and 10 ml of a mixture of methanol and water (1:1 v/v) are then added. The mixture is maintained at 60° C. for 2 hours and then cooled and evaporated under vacuum. The residue is taken up in water and extracted with ethyl ether, and the organic phase is washed with water, then with saturated aqueous sodium chloride and dried over anhydrous sodium sulphate. It is evaporated to dryness and the residue is taken up in pentane. The expected product is thus obtained.

후처리

  1. temperaturecooled
  2. customevaporated under vacuum
  3. extractionextracted with ethyl ether
  4. washthe organic phase is washed with water
  5. dry with materialwith saturated aqueous sodium chloride and dried over anhydrous sodium sulphate
  6. customIt is evaporated to dryness

출처 및 근거

ORD 기록
ord-ea83c9ff24a245f2b6a63b23862af4bd
출처 데이터셋
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05821255

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