Benzocaine → Ethyl 4-[14-(trimethylsilyl)tetradecylamino]benzoate

HRID 652018ノート

反応式

HRID 652018 の反応式
CS(OO[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][Si:21]([CH3:24])([CH3:23])[CH3:22])(=O)=O.[NH2:25][C:26]1[CH:36]=[CH:35][C:29]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:28][CH:27]=1>CN(C)P(N(C)C)(N(C)C)=O>[CH3:22][Si:21]([CH3:24])([CH3:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][NH:25][C:26]1[CH:27]=[CH:28][C:29]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:35][CH:36]=1

参加物

4

反応物 2

HCID 2337BenzocaineHCID 2019829214-(Trimethylsilyl)tetradecyloxy methanesulfonate

生成物 1

HCID 13884860Ethyl 4-[14-(trimethylsilyl)tetradecylamino]benzoate

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

実験手順

A solution of 20.8 g. 14-(trimethylsilyl)tetradecyloxy methanesulfonate and 20 g. ethyl 4-aminobenzoate in 50 ml. hexamethylphosphoramide was stirred at 110° for 18 hr. The reaction was diluted with 100 ml. water and extracted three times with 150 ml. portions of methylene chloride. The combined organic layers were washed with brine, dried with anhydrous magnesium sulfate, passed through a pad of hydrous magnesium silicate, and evaporated. The residue was crystallized from 250 ml. ethanol to yield the title compound as a crystalline solid, m.p. 91°-92° C.

後処理

  1. additionThe reaction was diluted with 100 ml
  2. extractionwater and extracted three times with 150 ml
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customevaporated
  6. customThe residue was crystallized from 250 ml

出典と根拠

ORDレコード
ord-ea9ce114140c48708ead8eab695b9ef5
出典データセット
uspto-grants-1987_06
特許番号
US04670421

反応ノート

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