Hydrochloric Acid → 2-(Pyrrolidin-1-yl)acetic acid hydrochloride

HRID 11246

反応式

HRID 11246 の反応式
Br[CH2:2][C:3]([O:5]C(C)(C)C)=[O:4].[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1.[ClH:15]>C1COCC1.O1CCOCC1>[ClH:15].[N:10]1([CH2:2][C:3]([OH:5])=[O:4])[CH2:14][CH2:13][CH2:12][CH2:11]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 31268PyrrolidineHCID 79177tert-Butyl bromoacetate

生成物 1

HCID 130220162-(Pyrrolidin-1-yl)acetic acid hydrochloride収率 97.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

A solution of 19.6 grams (101 mmol) of t-butyl bromoacetate in 150 mL of THF was cooled in an ice bath and treated dropwise over about 0.5 hour with a solution of 14.4 grams (202 mmol) of pyrrolidine in 75 mL of THF, to produce a white precipitate. The bath was removed and the reaction slurry stirred for two hours. The solid was removed by filtration and the filtrate was concentrated under reduced pressure to yield a clear liquid over an orange-colored solid. The liquid was cooled in an ice bath, then treated with 40 mL (80 mmol) of 4N HCl in dioxane and stirred for 15 hours. The solvents were removed in vacuo, and the residue was triturated with diethyl ether, then filtered to yield 12.9 grams of the desired acid as an off-white solid.

後処理

  1. customto produce a white precipitate
  2. customThe bath was removed
  3. customThe solid was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customto yield a clear liquid over an orange-colored solid
  6. temperatureThe liquid was cooled in an ice bath
  7. stirringstirred for 15 hours
  8. customThe solvents were removed in vacuo
  9. customthe residue was triturated with diethyl ether
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-0ae0c5722f76466c92866d5ed37fa793
出典データセット
uspto-grants-2006_08
特許番号
US07098202B2

関連ノート

読み込み中…