Sodium hydride → 4-[(Diphenylmethoxy)methyl]-2,2-bis(trifluoromethyl)-1,3-dioxolane

HRID 1973272ノート

反応式

HRID 1973272 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]1([C:10]([F:13])([F:12])[F:11])[O:7][CH:6]([CH2:8][OH:9])[CH2:5][O:4]1.[H-].[Na+].[Na].[CH:19](Br)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1(C)C=CC=CC=1.CO>[F:13][C:10]([F:11])([F:12])[C:3]1([C:2]([F:1])([F:14])[F:15])[O:7][CH:6]([CH2:8][O:9][CH:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:5][O:4]1

参加物

7

反応物 4

HCID 24758Sodium hydrideHCID 236603BromodiphenylmethaneHCID 5360545SodiumHCID 219971032,2-Bis(trifluoromethyl)-4-hydroxymethyl-1,3-dioxolane

生成物 1

HCID 213958134-[(Diphenylmethoxy)methyl]-2,2-bis(trifluoromethyl)-1,3-dioxolane

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 1140Toluene溶媒

実験手順

A sample of 12 grams (0.05 mols) of 2,2-bis(trifluoromethyl)-4-hydroxymethyl-1,3-dioxolane in 50 ml toluene is treated with 1.93 grams sodium hydride - mineral oil (53.4%, 0.043 mols) at 25°-33° C. The sodium salt is stirred for 2 hours at 35° C. Benzhydryl bromide, 10.6 grams, (0.043 mols) is added at 37° C. and then the temperature is raised to 75°-95° C. for 3 hours. The mixture is filtered and the filtrate washed with water. Vacuum-stripping gives an oil which is dissolved in methanol and clarified by filtration through Super Cel. Yield of product is 17.0 grams at this point. A forerun is distilled in a 4 inch column filled with stainless steel packing, the remainder without packed column. The product obtained is distilled at 137° C. under 0.45 mm of mercury pressure to yield 2,2-bis(trifluoromethyl)-4-diphenylmethoxymethyl-1,3-dioxolane.

後処理

  1. temperaturethe temperature is raised to 75°-95° C. for 3 hours
  2. filtrationThe mixture is filtered
  3. washthe filtrate washed with water
  4. customVacuum-stripping gives an oil which
  5. filtrationclarified by filtration through Super Cel
  6. distillationA forerun is distilled in a 4 inch column
  7. additionfilled with stainless steel packing
  8. customThe product obtained
  9. distillationis distilled at 137° C. under 0.45 mm of mercury pressure

出典と根拠

ORDレコード
ord-baeb09972a6b4fe49cbfcb59191b9a35
出典データセット
uspto-grants-1976_12
特許番号
US03996376

反応ノート

読み込み中…