Water → 5-methyl-1H-benzo[d][1,3]oxazin-2(4H)-one

HRID 565202노트

반응식

HRID 565202 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[CH2:9][OH:10].C(N(CC)CC)C.[C:18](Cl)(Cl)=[O:19].O>C1COCC1.CCOC(C)=O>[CH3:8][C:4]1[C:3]2[CH2:9][O:10][C:18](=[O:19])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 6371PhosgeneHCID 8471TriethylamineHCID 15339417(2-Amino-6-methylphenyl)methanol

생성물 1

HCID 105589525-methyl-1H-benzo[d][1,3]oxazin-2(4H)-one

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (2-amino-6-methyl-phenyl)-methanol (2.74 g, 20 mmol) and triethylamine (4.04 g, 40 mmol) in THF (150 mL), phosgene (12.5% solution in toluene, 17.42 g, 22 mrnol) was added dropwise at 0° C. Reaction mixture was allowed to warm to room temperature and stirred for 16 hours. Water (150 mL) was added under stirring, followed by EtOAc (2×100 mL). EtOAc extracts were washed with water and brine and dried over MgSO4. The product (buff solid) was crystallized from EtOAc:pet. ether mixture. (Yield: 2.37=73%); mp 222-226° C.; MS (CI): M+1=163.

후처리

  1. customReaction mixture
  2. stirringunder stirring
  3. washEtOAc extracts were washed with water and brine
  4. dry with materialdried over MgSO4
  5. customThe product (buff solid) was crystallized from EtOAc

출처 및 근거

ORD 기록
ord-b3e1020e7dd043be888f31f3f0ddc99e
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172065B2

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