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

HRID 233051

反応式

HRID 233051 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3c2d0c32b61e473ab34bdbb3e50a1ccf
出典データセット
uspto-grants-1997_01
特許番号
US05591856

関連ノート

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