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1-Bromooctadecane → 10-Octadecyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

HRID 480535
ノート
印刷プレビュー

反応式

HRID 480535 の反応式
CC([O:5][C:6](=[O:36])[CH2:7][N:8]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15][N:14]([CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[CH2:13][CH2:12][N:11]([CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])[CH2:10][CH2:9]1)(C)C.Br[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55]>CC#N>[CH2:55]([N:17]1[CH2:16][CH2:15][N:14]([CH2:20][C:21]([OH:23])=[O:22])[CH2:13][CH2:12][N:11]([CH2:28][C:29]([OH:31])=[O:30])[CH2:10][CH2:9][N:8]([CH2:7][C:6]([OH:5])=[O:36])[CH2:19][CH2:18]1)[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH2:39][CH3:38]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 82181-BromooctadecaneHCID 11237632Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate

生成物 1

HCID 996214010-Octadecyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tris(1,1-dimethylethyl)ester (37.5 g; 72.8 mmol) and 1-bromooctadecane (24.5 g; 73.5 mmol) in CH3CN (500 mL) was heated to reflux. After 2 h the reaction mixture was evaporated and the residue was dissolved in CHCl3 and a portion of CF3COOH was added. After 16 h at room temperature the reaction mixture was evaporated and the oily residue dissolved in CF3COOH. After 3 days at room temperature, the solution was evaporated, the residue taken up in CHCl3 and the solution evaporated. This operation was repeated three times. The oily residue was purified by flash chromatography as follows:

後処理

  1. temperaturewas heated to reflux
  2. customAfter 2 h the reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in CHCl3
  4. additiona portion of CF3COOH was added
  5. customAfter 16 h at room temperature the reaction mixture was evaporated
  6. dissolutionthe oily residue dissolved in CF3COOH
  7. customthe solution was evaporated
  8. customthe solution evaporated
  9. customThe oily residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-a664bd2018a943e3a5baf1503454e641
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06652834B2

反応ノート

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