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

HRID 635805ノート

反応式

HRID 635805 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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 nmol) 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.

後処理

  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

出典と根拠

ORDレコード
ord-b38ea7599274426e80ca67af5adfa84e
出典データセット
uspto-grants-2001_02
特許番号
US06191134B1

反応ノート

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