Hydrochloric Acid → 1-[2-Chloro-3-(1,1-dimethylethoxy)propyl]pyrrolidine

HRID 4508

반응식

HRID 4508 반응식
P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:7][C:8]([CH3:20])([O:10][CH2:11][CH:12](O)[CH2:13][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)[CH3:9].[ClH:21]>C1(C)C=CC=CC=1.O1CCCC1>[Cl:21][CH:12]([CH2:11][O:10][C:8]([CH3:20])([CH3:9])[CH3:7])[CH2:13][N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 24819Phosphorus pentachlorideHCID 140970901-[3-(1,1-Dimethylethoxy)-2-hydroxypropyl]pyrrolidine

생성물 1

HCID 201310931-[2-Chloro-3-(1,1-dimethylethoxy)propyl]pyrrolidine

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred, cooled suspension of 34.7 g (0.167 ml) of phosphorous pentachloride in 20 ml of dry toluene (argon atmosphere) was added a solution of 31.93 g (0.159 m) of 1-[3-(1,1-dimethylethoxy)-2-hydroxypropyl]pyrrolidine (the product of Example 13a) and excess hydrogen chloride (gas) in 46 ml of dry toluene and 50 ml of dry tetrahydrofuran at a rate to keep the reaction temperature at 10°-25° C. When the addition was completed, the cooling bath was removed and the reaction mixture was stirred at ambient temperature for 1.5 hr. The reaction mixture was added portionwise, with stirring to a cooled solution of 122 ml of 45% potassium hydroxide and 230 g of ice at a rate to keep the reaction temperature at 25°-35° C. The reaction mixture was partitioned between ether and water. The ether portion was dried and concentrated in vacuo to give 31.69 g of oily title compound.

후처리

  1. temperatureTo a stirred, cooled
  2. customat 10°-25° C
  3. additionWhen the addition
  4. customthe cooling bath was removed
  5. additionThe reaction mixture was added portionwise
  6. stirringwith stirring to a cooled solution of 122 ml of 45% potassium hydroxide and 230 g of ice at a rate
  7. customat 25°-35° C
  8. customThe reaction mixture was partitioned between ether and water
  9. dry with materialThe ether portion was dried
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-241aa2d333114c3fb4a89c919eca50fd
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727072

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