Methyl chloroformate → HCID 59377967、化合物

HRID 2065743

反応式

HRID 2065743 の反応式
[F:1][C:2]1[C:7]([F:8])=[C:6]([CH3:9])[CH:5]=[CH:4][C:3]=1[OH:10].[H-].[Na+].Cl[C:14]([O:16][CH3:17])=[O:15]>C1COCC1>[CH3:17][O:16][C:14](=[O:15])[O:10][C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[C:7]([F:8])[C:2]=1[F:1]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 24758Sodium hydrideHCID 27741512,3-Difluoro-4-methylphenol

生成物 1

HCID 59377967HCID 59377967、化合物収率 83.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2,3-difluoro-4-methyl phenol (3.3 g, 22.89 mmol) in THF (30 ml) was cooled to 0° C. in an ice bath, and 60% NaH (0.916 g, 22.9 mmol) was added. When the gas evolution ceased, methyl chloroformate (1.76 ml, 22.9 mmol) was added. The ice-bath was removed and the mixture was stirred at room temperature for three hours. Water was added and the mixture was extracted with EtOAc. The combined extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the crude product by flash chromatography (hexanes:EtOAc 9:1) gave 3.85 g (83%) of carbonic acid 2,3-difluoro-4-methyl-phenyl ester methyl ester as a clear oil.

後処理

  1. customThe ice-bath was removed
  2. additionWater was added
  3. extractionthe mixture was extracted with EtOAc
  4. washThe combined extracts were washed with water and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure
  8. customPurification of the crude product by flash chromatography (hexanes:EtOAc 9:1)

出典と根拠

ORDレコード
ord-d1520645f28c489793a8526e375828d0
出典データセット
uspto-grants-2012_10
特許番号
US08288552B2

関連ノート

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