Acetic Anhydride → 1,3-Dipivaloyl-2-acetoxymethyl glycerol

HRID 483675ノート

反応式

HRID 483675 の反応式
[C:1]([O:7][CH2:8][CH:9]([CH2:14][O:15][C:16](=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18])OCOC)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:22]([O:25][C:26](=[O:28])[CH3:27])(=[O:24])C.B(F)(F)F.CCOCC>C(Cl)Cl>[C:1]([O:7][CH2:8][CH:9]([CH2:14][O:15][C:16](=[O:21])[C:17]([CH3:20])([CH3:19])[CH3:18])[O:24][CH2:22][O:25][C:26](=[O:28])[CH3:27])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 8000Boron trifluoride etherateHCID 109796251,3-Dipivaloyl-2-methoxymethyl glycerol

生成物 1

HCID 110458291,3-Dipivaloyl-2-acetoxymethyl glycerol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

50 g of 1,3-dipivaloyl-2-methoxymethyl glycerol, 150 ml of methylene chloride, and 17 ml of acetic anhydride was cooled to about -5° C. Then 0.3 ml of boron trifluoride etherate was added and the mixture was stirred for an additional 1 hr at about 0° C. then allowed to warm to 25° C. over an additional 1.5 hr. After this period, 100 ml saturated aqueous Na2Cl3 was added to the mixture followed by 100 ml CH2Cl2. After vigorous stirring for 5 min, the organic layer was separated and washed once with 100 ml H2O, once with aqueous NaCl, dried over anhydrous magnesium sulfate and concentrated in vacuo to afford 1,3-dipivaloyl-2-acetoxymethyl glycerol as a faintly colored oil.

後処理

  1. temperatureto warm to 25° C. over an additional 1.5 hr
  2. waitAfter this period
  3. stirringAfter vigorous stirring for 5 min
  4. customthe organic layer was separated
  5. washwashed once with 100 ml H2O, once with aqueous NaCl
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dbeb750e3a844d4aaa2776fe2a154fb8
出典データセット
uspto-grants-1993_07
特許番号
US05225590

反応ノート

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