HCID 17861257、化合物 → HCID 68884209、化合物

HRID 1294207ノート

反応式

HRID 1294207 の反応式
C([O:8][C:9]1[CH:28]=[CH:27][C:12]([O:13][CH2:14][C:15]2[N:16]=[C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:18][C:19]=2[CH3:20])=[CH:11][CH:10]=1)C1C=CC=CC=1>[C].[Pd].O1CCCC1>[CH3:20][C:19]1[O:18][C:17]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[N:16][C:15]=1[CH2:14][O:13][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:28][CH:27]=1

参加物

4

反応物 1

HCID 17861257HCID 17861257、化合物

生成物 1

HCID 68884209HCID 68884209、化合物収率 95.2%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 4-chloromethyl-5-methyl-2-phenyloxazole (20.18 g), 4-benzyloxyphenol (17.70 g), anhydrous potassium carbonate (12.22 g) and N,N-dimethylformamide (200 mL) was stirred at 90° C. for 15 hrs. The reaction mixture was poured into water, and the precipitated solid was collected by filtration, and dried with air to give crystals (29.03 g, 88%) of 4-[(4-benzyloxyphenoxy)methyl]-5-methyl-2-phenyloxazole. Recrystallization from ethyl acetate-hexane gave colorless leaflet crystals. melting point: 126-127° C. A mixture of the obtained 4-[(4-benzyloxyphenoxy)methyl]-5-methyl-2-phenyloxazole (22.6 g), 5% palladium carbon (10.0 g) and tetrahydrofuran (300 mL) was subjected to catalytic hydrogenation at room temperature and 1 atm. After filtering off the catalyst, the solvent was evaporated under reduced pressure to give crystals (16.3 g, 95%) of 4-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]phenol. Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 168-169° C.

後処理

  1. customRecrystallization from ethyl acetate-hexane
  2. customgave colorless leaflet crystals
  3. customwas subjected to catalytic hydrogenation at room temperature
  4. filtrationAfter filtering off the catalyst
  5. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-2e52a14c37b74449ab6096b1d69ffafc
出典データセット
uspto-grants-2007_07
特許番号
US07238716B2

反応ノート

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