Triethylamine → HCID 59253981、化合物

HRID 83817

反応式

HRID 83817 の反応式
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1.C(N(CC)CC)C.[CH2:25]([O:32][CH2:33][C:34](Cl)=[O:35])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CC(C)=O>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:34](=[O:35])[CH2:33][O:32][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 177085Benzyloxyacetyl chlorideHCID 146502966-(4-Aminophenoxy)-hexanoic acid methyl ester

生成物 1

HCID 59253981HCID 59253981、化合物収率 22.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a mixture of 6-(4-aminophenoxy)-hexanoic acid methyl ester 17 (25 g, 105 mmol) and triethylamine (21.4 g, 211.6 mmol) in acetone (200 ml) at 0° C. was added drop-wise benzyloxy acetyl chloride (25 g, 135.5 mmol) followed by stirring at room temp. for 12 hrs. The solids were filtered off, acetone distilled off and water (100 ml) added. Crude 53 was extracted into chloroform, washed with 5% sodium bicarbonate solution (2×100 ml), then water (100 ml), dried over sodium sulphate and distilled. Crude 53 was purified by column chromatography on silica gel using benzene as eluant to get pure 53 (9 g, 22.2%), an off-white powder with a m.p. between 46-49° C.

後処理

  1. filtrationThe solids were filtered off
  2. distillationacetone distilled off
  3. additionwater (100 ml) added
  4. extractionCrude 53 was extracted into chloroform
  5. washwashed with 5% sodium bicarbonate solution (2×100 ml)
  6. dry with materialwater (100 ml), dried over sodium sulphate
  7. distillationdistilled
  8. customCrude 53 was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-f2bb647e4bac41068032e52858f6f640
出典データセット
uspto-grants-2014_09
特許番号
US08846845B2

関連ノート

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