Diethanolamine → Tris-(8-di-(2-hydroxyethyl)aminocarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

HRID 2603

反応式

HRID 2603 の反応式
Cl[C:2]([C:4]1[C:17]2[O:16][C:15]([CH3:19])([CH3:18])[S:14][C:13]=2[C:12]([C:20]([C:41]2[C:49]3[S:50][C:51]([CH3:54])([CH3:53])[O:52][C:48]=3[C:47]([C:55](Cl)=[O:56])=[C:46]3[C:42]=2[S:43][C:44]([CH3:59])([CH3:58])[O:45]3)([C:22]2[C:30]3[S:31][C:32]([CH3:35])([CH3:34])[O:33][C:29]=3[C:28]([C:36](Cl)=[O:37])=[C:27]3[C:23]=2[S:24][C:25]([CH3:40])([CH3:39])[O:26]3)[OH:21])=[C:6]2[S:7][C:8]([CH3:11])([CH3:10])[O:9][C:5]=12)=[O:3].[OH:60][CH2:61][CH2:62][NH:63][CH2:64][CH2:65][OH:66]>C1C=CC=CC=1.O>[OH:60][CH2:61][CH2:62][N:63]([CH2:64][CH2:65][OH:66])[C:2]([C:4]1[C:17]2[O:16][C:15]([CH3:19])([CH3:18])[S:14][C:13]=2[C:12]([C:20]([C:41]2[C:49]3[S:50][C:51]([CH3:54])([CH3:53])[O:52][C:48]=3[C:47]([C:55]([N:63]([CH2:64][CH2:65][OH:66])[CH2:62][CH2:61][OH:60])=[O:56])=[C:46]3[C:42]=2[S:43][C:44]([CH3:59])([CH3:58])[O:45]3)([C:22]2[C:30]3[S:31][C:32]([CH3:35])([CH3:34])[O:33][C:29]=3[C:28]([C:36]([N:63]([CH2:64][CH2:65][OH:66])[CH2:62][CH2:61][OH:60])=[O:37])=[C:27]3[C:23]=2[S:24][C:25]([CH3:40])([CH3:39])[O:26]3)[OH:21])=[C:6]2[S:7][C:8]([CH3:11])([CH3:10])[O:9][C:5]=12)=[O:3]

参加物

5

反応物 2

HCID 8113DiethanolamineHCID 88240526Tris-(8-chlorocarbonyl-2,2,6,6-tetramethyl-benzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

生成物 1

HCID 88242170Tris-(8-di-(2-hydroxyethyl)aminocarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol収率 63.4%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

Tris-(8-chlorocarbonyl-2,2,6,6-tetramethyl-benzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol (0.80 g, 0.80 mmol) was dissolved in benzene (200 mL). A solution of of bis(2-hydroxyethyl)amine (8.0 g, 48 mmol) in water (200 mL) was added and after vigorous stirring overnight, the mixture was transferred to a separatory funnel. The aqueous layer was removed and the remaining solid plus the benzene layer was evaporated, dissolved in methanol and passed through a short column (neutral alumina). After elution of unwanted materials with acetonitrile, the amide was eluted with methanol. After evaporation, the product was stirred with water (50 mL) at 40° C. for 2 h and then isolated by filtration. After drying, 0.60 g (60%) of the pure amide was obtained.

後処理

  1. customthe mixture was transferred to a separatory funnel
  2. customThe aqueous layer was removed
  3. customthe remaining solid plus the benzene layer was evaporated
  4. dissolutiondissolved in methanol
  5. washAfter elution of unwanted materials with acetonitrile
  6. washthe amide was eluted with methanol
  7. customAfter evaporation
  8. stirringthe product was stirred with water (50 mL) at 40° C. for 2 h
  9. customisolated by filtration
  10. customAfter drying

出典と根拠

ORDレコード
ord-b9d46f1258cf4095bcf66afa8b7bb539
出典データセット
uspto-grants-1998_03
特許番号
US05728370

関連ノート

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