Dimethylformamide → 1-[4-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)phenyl]-3-methoxy-3-methylurea

HRID 1032606노트

반응식

HRID 1032606 반응식
[CH3:1][C:2]1([CH3:20])[CH2:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][O:12][C:13]3[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=3)=[CH:10][C:4]=2[O:3]1.CN(C)C=O.C(N(CC)CC)C.[CH3:33][O:34][N:35]([CH3:39])[C:36](Cl)=[O:37]>O>[CH3:1][C:2]1([CH3:20])[CH2:6][C:5]2[CH:7]=[CH:8][C:9]([CH2:11][O:12][C:13]3[CH:19]=[CH:18][C:16]([NH:17][C:36]([N:35]([O:34][CH3:33])[CH3:39])=[O:37])=[CH:15][CH:14]=3)=[CH:10][C:4]=2[O:3]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 2734926N-methoxy-N-methylcarbamoyl chlorideHCID 221645334-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)aniline

생성물 1

HCID 144998691-[4-(2,3-Dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)phenyl]-3-methoxy-3-methylurea수율 65.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6.9 g of 4-(2,3-dihydro-2,2-dimethyl-6-benzofuranylmethyloxy)aniline was dissolved into 70 ml of N,N-dimethylformamide, and 2.8 g of triethylamine was added thereto. 3.8 g of N-methoxy-N-methylcarbamoyl chloride was slowly added dropwise thereto. After the mixture was stirred at room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. After the organic layer was washed with water, it was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off and the residue was subjected to silica gel column chromatography using ethyl acetate/n-hexane (1/2) as a developer to obtain 6.0 g of Compound No. 4 shown in Table 1.

후처리

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. washAfter the organic layer was washed with water, it
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. distillationEthyl acetate was distilled off

출처 및 근거

ORD 기록
ord-61e3415f67074570a9d5168039f43998
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04959092

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