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

HRID 399638
ノート
印刷プレビュー

反応式

HRID 399638 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ea83c9ff24a245f2b6a63b23862af4bd
出典データセット
uspto-grants-1998_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05821255

反応ノート

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