Triethylamine → 8-(1H-Indene-2-carbonyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

HRID 2072504노트

반응식

HRID 2072504 반응식
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([OH:12])=O.C(N(CC)CC)C.ClC(OCC)=O.[C:26]1([N:32]2[C:36]3([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]3)[C:35](=[O:42])[NH:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O1CCCC1.CN1CCOCC1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([N:39]1[CH2:38][CH2:37][C:36]2([N:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:33][NH:34][C:35]2=[O:42])[CH2:41][CH2:40]1)=[O:12]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 5754641H-Indene-2-carboxylic acid

생성물 1

HCID 214082488-(1H-Indene-2-carbonyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

시약·촉매·용매 2

HCID 79724-Methylmorpholine촉매HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Indene-2-carboxylic acid (12.8g) is dissolved in dry tetrahydrofuran (300 ml), cooled to 0° C, treated with N-methylmorpholine (40 drops), triethylamine (12 ml) and ethyl chloroformate (8.6g) and stirred for 30 minutes. To this mixture is added a suspension of 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (20.0g) in dry tetrahydrofuran (200 ml) and the mixture is stirred at 0° C for 30 minutes. The mixture is allowed to warm to room temperature and stirred for 16 hours. The precipitated solids are filtered off, washed with additional tetrahydrofuran, and the filtrate is concentrated. The semi-solid residue is dissolved in chloroform, washed with water and saturated sodium bicarbonate solution, dried, and concentrated to give the crude product.

후처리

  1. additionTo this mixture is added
  2. stirringthe mixture is stirred at 0° C for 30 minutes
  3. temperatureto warm to room temperature
  4. stirringstirred for 16 hours
  5. filtrationThe precipitated solids are filtered off
  6. washwashed with additional tetrahydrofuran
  7. concentrationthe filtrate is concentrated
  8. dissolutionThe semi-solid residue is dissolved in chloroform
  9. washwashed with water and saturated sodium bicarbonate solution
  10. customdried
  11. concentrationconcentrated

출처 및 근거

ORD 기록
ord-eafd6a170e7c408f9703229bf0c3c81c
출처 데이터셋
uspto-grants-1977_09
특허 번호
US04051248

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