Pyridine → 4-(Bis-decyl-carbamoyloxy)-undecanoic Acid hex-3-enyl Ester

HRID 1169183노트

반응식

HRID 1169183 반응식
[C:1](Cl)(Cl)=[O:2].[CH2:5]([O:11][C:12](=[O:24])[CH2:13][CH2:14][CH:15]([OH:23])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:6][CH:7]=[CH:8][CH2:9][CH3:10].N1C=CC=CC=1.[CH2:31]([NH:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40]>C1(C)C=CC=CC=1.O>[CH2:5]([O:11][C:12](=[O:24])[CH2:13][CH2:14][CH:15]([O:23][C:1](=[O:2])[N:41]([CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH2:6][CH:7]=[CH:8][CH2:9][CH3:10]

참가 물질

7

반응물 4

HCID 1049Pyridine2회HCID 6371PhosgeneHCID 14261DidecylamineHCID 541528994-Hydroxy-undecanoic acid hex-3-enyl ester

생성물 1

HCID 538307604-(Bis-decyl-carbamoyloxy)-undecanoic Acid hex-3-enyl Ester

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

실험 절차

To 6.20 ml of an ice-cooled 20% solution of phosgene in toluene was slowly added a solution of 3 g 4-hydroxy-undecanoic acid hex-3-enyl ester and 0.93 g pyridine in 3 ml toluene. The reaction mixture was stirred for 16 hours at room temperature. A mixture of 3.48 g didecylamine and 0.93 g pyridine was added and the mixture was stirred for another 16 hours. Water was added and the mixture extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 2N hydrochloric acid, water, dried over magnesium sulfate and evaporated to dryness. The residue was chromatographed on silica gel to give 2.9 g of a colorless liquid.

후처리

  1. additionwas added
  2. stirringthe mixture was stirred for another 16 hours
  3. extractionthe mixture extracted with ethyl acetate
  4. washThe organic layer was washed with saturated sodium bicarbonate, 2N hydrochloric acid, water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness
  7. customThe residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-fb79587565a444369bf759f58078f671
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06627763B2

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