Allyl chloroformate → Allyl-3-methanesulphonyloxy-pyrrolidine-1-carboxylate

HRID 1601718

반응식

HRID 1601718 반응식
Cl[C:2]([O:4][CH2:5][CH:6]=[CH2:7])=[O:3].C([N:15]1[CH2:19][CH2:18][C@H:17]([O:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:16]1)C1C=CC=CC=1.CO.O>CCCCCCC>[CH2:5]([O:4][C:2]([N:15]1[CH2:19][CH2:18][CH:17]([O:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:16]1)=[O:3])[CH:6]=[CH2:7]

참가 물질

5

반응물 3

HCID 18052Allyl chloroformateHCID 10934081(S)-1-Benzyl-3-mesyloxypyrrolidineHCID 22242641Methanol--water (1/1)

생성물 1

HCID 21832213Allyl-3-methanesulphonyloxy-pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 8900Heptane용매

실험 절차

6.4 ml of allyl chloroformate were added dropwise to 10.2 g of methanesulphonic acid (S)-1-benzyl-pyrrolidin-3-yl ester in 880 ml of n-heptane at room temperature within 10 minutes under argon and with slight cooling. The two-phase mixture was stirred vigorously for 2 hours 45 minutes and subsequently treated with 40 ml of methanol/water (1:1). The aqueous methanolic phase was separated, extracted with 40 ml of heptane and thereafter the methanol was distilled off on a rotary evaporator. The aqueous phase was extracted twice with 30 ml of ethyl acetate. The organic phases were combined, dried over Na2SO4, filtered and the filtrate was concentrated. 8.23 g of beige oil were obtained.

후처리

  1. customThe aqueous methanolic phase was separated
  2. extractionextracted with 40 ml of heptane
  3. distillationthe methanol was distilled off on a rotary evaporator
  4. extractionThe aqueous phase was extracted twice with 30 ml of ethyl acetate
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-3ae0e8dbf1aa4eb39309ecb2fee6b00a
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05977381

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