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Chloroform → 4-[N-Carbobenzyloxy-14-(trimethylsilyl)tetradecylamino]benzoyl chloride

HRID 652022
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HRID 652022 반응식
[CH3:1][Si:2]([CH3:28])([CH3:27])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=1.C(Cl)(Cl)[Cl:30].C(=O)([O-])[O-].[Na+].[Na+].[C:39](Cl)([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=[O:40]>O>[C:39]([N:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][Si:2]([CH3:1])([CH3:28])[CH3:27])[C:18]1[CH:19]=[CH:20][C:21]([C:22]([Cl:30])=[O:24])=[CH:25][CH:26]=1)([O:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)=[O:40]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 138848624-[14-(Trimethylsilyl)tetradecylamino)benzoic acid

생성물 1

HCID 201982644-[N-Carbobenzyloxy-14-(trimethylsilyl)tetradecylamino]benzoyl chloride

시약·촉매·용매 1

HCID 962
Water
용매

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온도
40 °C

실험 절차

To 15 g. 4-[14-(trimethylsilyl)tetradecylamino]benzoic acid in 200 ml. warm chloroform is added a solution of 15 g. of sodium carbonate in 150 ml. water. To the vigorously stirred solution is added 10 g. carbobenzyloxy chloride. After 2 hours stirring at 40° C., the layers are separated, washed three times with 1N hydrochloric acid, dried, and evaporated to an oil. The oil is dissolved in 300 ml. toluene, treated with 15 ml. thionyl chloride and the solution is refluxed for 5 hours. The solvents are evaporated and the residue is dissolved three times in toluene, and evaporated to a viscous, orange oil.

후처리

  1. additionTo the vigorously stirred solution is added 10 g
  2. customthe layers are separated
  3. washwashed three times with 1N hydrochloric acid
  4. customdried
  5. customevaporated to an oil
  6. dissolutionThe oil is dissolved in 300 ml
  7. additiontoluene, treated with 15 ml
  8. temperaturethionyl chloride and the solution is refluxed for 5 hours
  9. customThe solvents are evaporated
  10. dissolutionthe residue is dissolved three times in toluene
  11. customevaporated to a viscous, orange oil

출처 및 근거

ORD 기록
ord-83401ad4eb1045a0863c97ddac957543
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04670421

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