Piperidine → Phenylmethyl alpha-[[[2-(diethylamino)ethyl]thio]methyl]benzenepropanoate

HRID 36749노트

반응식

HRID 36749 반응식
[CH2:1]=[C:2]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].Cl.[CH2:21]([N:23]([CH2:27][CH3:28])[CH2:24][CH2:25][SH:26])[CH3:22].N1CCCCC1.[OH-].C([N+](C)(C)C)C1C=CC=CC=1>CO>[CH2:21]([N:23]([CH2:27][CH3:28])[CH2:24][CH2:25][S:26][CH2:1][CH:2]([CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:3]([O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)=[O:4])[CH3:22]

참가 물질

6

반응물 4

HCID 8082PiperidineHCID 16031Ethanethiol, 2-(diethylamino)-, hydrochloride (1:1)HCID 66854Benzyltrimethylammonium hydroxideHCID 10912012Benzyl 2-Benzylacrylate

생성물 1

HCID 19937709Phenylmethyl alpha-[[[2-(diethylamino)ethyl]thio]methyl]benzenepropanoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The oil prepared in Step 10 (1.5 g, 5.95 mmol) is dissolved under argon in methanol (22 mL). To this solution is added 2-diethylaminoethanethiol hydrochloride (1 g, 5.95 mmol), piperidine (0.78 mL, 7.85 mmol) and benzyltrimethylammonium hydroxide (0.25 mL, 0.6 mmol), and the mixture is stirred at room temperature for 16 hours. The solvent is removed on a rotary evaporator and then the residue is purified by flash chromotography on silica gel to give the pure title compound.

후처리

  1. customThe solvent is removed on a rotary evaporator
  2. customthe residue is purified by flash chromotography on silica gel

출처 및 근거

ORD 기록
ord-f0be70e54984436190edaae29acd41ab
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416119

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