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

HRID 652018노트

반응식

HRID 652018 반응식
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

참가 물질

4

반응물 2

HCID 2337BenzocaineHCID 2019829214-(Trimethylsilyl)tetradecyloxy methanesulfonate

생성물 1

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

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ea9ce114140c48708ead8eab695b9ef5
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670421

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