Dicyclohexylamine → Dicyclohexylcarbamoyl chloride

HRID 1066702

반응식

HRID 1066702 반응식
[CH:1]1([NH:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:14][C:15](Cl)([O:17]C(=O)OC(Cl)(Cl)Cl)Cl.[OH:26][N:27]1[C:31](=[O:32])[CH2:30][CH2:29][C:28]1=[O:33].[CH:34]1([NH:40][C:41](Cl)=[O:42])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1>N1C=CC=CC=1.O>[CH:8]1([N:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:15]([Cl:14])=[O:17])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1.[CH:34]1([N:40]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:41]([O:26][N:27]2[C:31](=[O:32])[CH2:30][CH2:29][C:28]2=[O:33])=[O:42])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1

참가 물질

8

반응물 4

HCID 7582DicyclohexylamineHCID 80170N-HydroxysuccinimideHCID 94429TriphosgeneHCID 22252134N-Cyclohexylcarbamoyl chloride

생성물 2

HCID 222909Dicyclohexylcarbamoyl chlorideHCID 15538723N-(dicyclohexylcarbamoyloxy)succinimide

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

According to the procedure described in H. Eckert et al., Angew. Chem. Int. Ed. Engl. 26, 894-895 (1987), dicyclohexylcarbamoyl chloride was synthesized from dicyclohexylamine and triphosgene [chemical name: bis(trichloromethyl)carbonate]. N-hydroxysuccinimide (5.3 g, 0.05 mol) was dissolved in 100 g of sufficiently dried pyridine. To the solution was added dropwise 13.7 g (0.05 mol) of cyclohexylcarbamoyl chloride. After stirring at room temperature overnight, the reaction solution was diluted with water and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, decolored with active carbon and then concentrated. The deposited crystal was filtered and washed with a small amount of ether to obtain 4.6 g of N-(dicyclohexylcarbamoyloxy)succinimide represented by the following formula. Yield: 31.0%

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. filtrationThe deposited crystal was filtered
  6. washwashed with a small amount of ether

출처 및 근거

ORD 기록
ord-2b777fda8dd847b68244cb18d63dfe8a
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06245478B1

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