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Saccharin → N-[4-(4-Benzyloxy-phenoxy)-butyl]saccharin

HRID 512015
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인쇄 미리보기

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HRID 512015 반응식
[C:1]1([CH2:7][N:8]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[S:9]2(=[O:11])=[O:10])[CH:6]=[CH:5]C=CC=1.S1(C2C(=CC=CC=2)C(=O)N1)(=O)=O.[H-].[Na+].[CH2:34]([O:41][C:42]1[CH:53]=[CH:52][C:45]([O:46]CCCCBr)=[CH:44][CH:43]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CN(C=O)C>[CH2:34]([O:41][C:42]1[CH:43]=[CH:44][C:45]([O:46][CH2:5][CH2:6][CH2:1][CH2:7][N:8]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[S:9]2(=[O:10])=[O:11])=[CH:52][CH:53]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 5143SaccharinHCID 24758Sodium hydrideHCID 95841N-BenzylsaccharinHCID 13338479HCID 13338479, 화합물

생성물 1

HCID 25018865N-[4-(4-Benzyloxy-phenoxy)-butyl]saccharin수율 66%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

The synthesis was carried out analogous to the preparation of 83.1 using 82 (0.307 g, 1.5 mmol), NaH (0.036 g, 1.5 mmol) and 4-(4-benzyloxy-phenoxy)-butyl bromide (0.2 g, 0.6 mmol) in DMF (5 mL). Purification by flash column chromatography on silica gel gave 83.3 (0.150 g, 66% yield) as a white solid (m p 82-84° C.).

후처리

  1. customPurification by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-446bca1faf704ae4ad6a34285b612b54
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09102622B2

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