Octyl isocyanate → 3-[1-Phenylmethyl-2-pyrrolidinyl]phenyl octylcarbamate

HRID 233051

반응식

HRID 233051 반응식
[C:1]1([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10][CH:9]2[C:13]2[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20]([N:28]=[C:29]=[O:30])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>O1CCCC1>[CH2:20]([NH:28][C:29](=[O:30])[O:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([CH:9]2[CH2:10][CH2:11][CH2:12][N:8]2[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:14]=1)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

참가 물질

4

반응물 2

HCID 76616Octyl isocyanateHCID 233612863-(1-Phenylmethyl-2-pyrrolidinyl)phenol

생성물 1

HCID 152913763-[1-Phenylmethyl-2-pyrrolidinyl]phenyl octylcarbamate수율 52%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(1-phenylmethyl-2-pyrrolidinyl)phenol (0.06 g) in dry tetrahydrofuran (30 ml) was added octyl isocyanate (0.44 ml) at ambient temperature, under nitrogen. The reaction mixture was stirred for 17 hrs and filtered through a pad of celite. The filter cake was washed with ethyl acetate and the combined filtrates were concentrated. The residue was purified by flash column chromatography (silica gel, dichloromethane). The appropriate fractions were collected and concentrated to give 0.50 g (52%) of product. The analytical sample was prepared by flushing the product through alumina with ether.

후처리

  1. filtrationfiltered through a pad of celite
  2. washThe filter cake was washed with ethyl acetate
  3. concentrationthe combined filtrates were concentrated
  4. customThe residue was purified by flash column chromatography (silica gel, dichloromethane)
  5. customThe appropriate fractions were collected
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3c2d0c32b61e473ab34bdbb3e50a1ccf
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591856

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