Methyl chloroformate → Methyl 2-(trifluoromethoxy)phenyl carbonate

HRID 383354

反応式

HRID 383354 の反応式
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].C(N(CC)CC)C.Cl[C:21]([O:23][CH3:24])=[O:22]>C(Cl)Cl>[C:21](=[O:22])([O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[O:3][C:2]([F:11])([F:12])[F:1])[O:23][CH3:24]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 27772992-(Trifluoromethoxy)phenol

生成物 1

HCID 59395054Methyl 2-(trifluoromethoxy)phenyl carbonate収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

2-(Trifluoromethoxy)phenol (6.0 g, 32.7 mmol) was dissolved in methylene chloride and triethylamine (9.1 mL, 65.4 mmol). The mixture was cooled to 0° C. and methyl chloroformate (2.8 mL, 36.0 mmol) was added dropwise. The mixture was stirred for 2 h at room temperature then quenched with saturated NH4Cl. The reaction was diluted with water and the aqueous layer extracted with dichloromethane (2×30 mL). The combined extracts were washed with water (100 mL) and brine (100 mL), dried over MgSO4, filtered and concentrated in vacuo to provide methyl 2-(trifluoromethoxy)phenyl carbonate (7.1 g, 92% yield). 1H NMR (400.0 MHz, DMSO-d6) δ7.36-7.26 (m, 4H), 3.93 (s, 31-1).

後処理

  1. customthen quenched with saturated NH4Cl
  2. additionThe reaction was diluted with water
  3. extractionthe aqueous layer extracted with dichloromethane (2×30 mL)
  4. washThe combined extracts were washed with water (100 mL) and brine (100 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e869c5241a46424dac7511930c5dd9c2
出典データセット
uspto-grants-2013_02
特許番号
US08367660B2

関連ノート

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