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Triethylamine → n-Butyl 3-(2-methoxyethoxymethoxy)-1-adamantanecarboxylate

HRID 1699154
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HRID 1699154 반응식
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13])([CH2:5]3)[CH2:3]1)[CH2:9]2.[CH3:19][O:20][CH2:21][CH2:22][O:23][CH2:24]Cl.C(N(CC)CC)C>C1COCC1>[CH3:19][O:20][CH2:21][CH2:22][O:23][CH2:24][O:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([C:12]([O:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:13])([CH2:5]3)[CH2:3]1)[CH2:9]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 12010642n-Butyl 3-hydroxy-1-adamantanecarboxylate2회

생성물 1

HCID 18323397n-Butyl 3-(2-methoxyethoxymethoxy)-1-adamantanecarboxylate수율 94.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 200 mmol of n-butyl 3-hydroxy-1-adamantanecarboxylate, 220 mmol of 2-methoxyethoxymethyl chloride, 220 mmol of triethylamine and 200 ml of THF was refluxed for 3 hours. The reaction mixture was concentrated and subjected to column chromatography on a silica gel to give n-butyl 3-(2-methoxyethoxymethoxy)-1-adamantanecarboxylate (yield: 94.1%) at a conversion rate from n-butyl 3-hydroxy-1-adamantanecarboxylate of 99%.

후처리

  1. temperaturewas refluxed for 3 hours
  2. concentrationThe reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-80ed0485035b48919483bea2819369e0
출처 데이터셋
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06344590B1

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