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Triethylamine → HCID 9804347、化合物

HRID 1375710
ノート
印刷プレビュー

反応式

HRID 1375710 の反応式
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH3:25][N:26]=[C:27](SC)[NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(N(CC)CC)C>CN(C=O)C.[Hg](Cl)Cl>[NH:28]([C:27]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:20][CH2:21][CH3:22])[C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:23][CH:24]=1)=[N:26][CH3:25])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 421684methyl N'-methyl-N-phenylcarbamimidothioateHCID 229887133-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid

生成物 1

HCID 9804347HCID 9804347、化合物収率 18%

試薬・触媒・溶媒 2

HCID 24085Mercuric Chloride触媒
HCID 6228
Dimethylformamide
溶媒

実験手順

3-{4-[(4-Aminophenethyl)oxy]phenyl}-2-ethoxypropanoic acid (20 mg, 0.061 mmol) and methyl N′-methyl-N-phenylcarbamimidothioate (11.5 mg, 0.064 mmol) were mixed in 0.3 ml DMF. Triethylamine (25.5 ml, 0.183 mmol) was added. The mixture was then cooled in an ice-bath and mercury (II)chloride (18 mg, 0.066 mmol) was added. After 30 minutes, the cooling bath was removed. The reaction mixture was stirred overnight. Water (1 ml) and ethyl acetate (0.5 ml) were added and then hydromatrix (ca. 0.5 g) was added. After a while, the mixture was filtered. The filtrate was evaporated to dryness. Chromatography of the residue on an ISOLUTE column (SI, 500 mg/3 ml) using ethyl acetate/heptane (10:90, then 25:75, and then 50:50) as eluant gave 5 mg, yield 18% of the desired product.

後処理

  1. temperatureThe mixture was then cooled in an ice-bath
  2. customthe cooling bath was removed
  3. additionWater (1 ml) and ethyl acetate (0.5 ml) were added
  4. additionhydromatrix (ca. 0.5 g) was added
  5. filtrationAfter a while, the mixture was filtered
  6. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-ebc4ed7fe18d446e9f8cee3a60289517
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07169810B2

反応ノート

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