Sulfuric Acid → 11-bromoundec-10-ynoic Acid

HRID 485292

反応式

HRID 485292 の反応式
[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11].[Br:14][O-].[Na+].Br[O-].BrBr.OS(O)(=O)=O>[OH-].[Na+]>[Br:14][C:11]#[C:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([OH:13])=[O:12]

参加物

7

反応物 5

HCID 1118Sulfuric AcidHCID 24408BromineHCID 3103910-Undecynoic acidHCID 5460626HypobromiteHCID 23673712Sodium hypobromite

生成物 1

HCID 411287611-bromoundec-10-ynoic Acid

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒2 回

実験手順

To a solution of 36.45 g (200 mmol) of 10-undecynoic acid in 200 ml 1N NaOH at 0° C. was added a solution of alkaline sodium hypobromite dropwise over 30 minutes, maintaining the temperature below 5° C. (the hypobromite solution was prepared by the dropwise addition of 35.16 g (220 mmol) of bromine to 55 ml of 20N NaOH at 0°-5° C.). The mixture was stirred four hours at 0°-5° C., and was then acidified to pH 1 with 9M H2SO4. The solution was extracted with three 150 ml portions of ether. The combined extracts were dried (Na2SO4) and evaporated yielding 50.159 (96% crude) of a pale yellow solid. This was used without further purification.

後処理

  1. extractionThe solution was extracted with three 150 ml portions of ether
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. customevaporated
  4. customyielding 50.159 (96% crude) of a pale yellow solid
  5. customThis was used without further purification

出典と根拠

ORDレコード
ord-d7cb6e6fbdc8408b8fd13af33f73c559
出典データセット
uspto-grants-1985_08
特許番号
US04536450

関連ノート

読み込み中…