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

HRID 652022
ノート
印刷プレビュー

反応式

HRID 652022 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-83401ad4eb1045a0863c97ddac957543
出典データセット
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04670421

反応ノート

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