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Glycidyl methacrylate → 3-Ethoxy-4-hydroxymandelic acid

HRID 2165712
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인쇄 미리보기

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HRID 2165712 반응식
C[Si](C)(C)O[C:4]([O:8]C)=[C:5]([CH3:7])[CH3:6].ClC1C=C(C=CC=1)[C:16]([O-:18])=[O:17].C([N+](CCCC)(CCCC)CCCC)CCC.[C:39]([O:44][CH2:45][CH:46]1[O:48][CH2:47]1)(=O)[C:40](C)=C.C(OCC(CC)CCCC)(=O)C(C)=C>C(#N)C.CO.O1CCCC1.C1(C)C(C)=CC=CC=1.O1CCCC1.C1COCC1>[CH3:40][CH2:39][O:44][C:45]1[CH:6]=[C:5]([CH:4]([OH:8])[C:16]([OH:18])=[O:17])[CH:7]=[CH:47][C:46]=1[OH:48]
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참가 물질

10

반응물 4

HCID 7837Glycidyl methacrylate2회HCID 127132-Ethylhexyl methacrylateHCID 552336Silane, ((1-methoxy-2-methyl-1-propenyl)oxy)trimethyl-HCID 21922187Tetrabutylammonium m-chlorobenzoate2회

생성물 1

HCID 1937923-Ethoxy-4-hydroxymandelic acid

시약·촉매·용매 5

HCID 887
Methanol
용매
3회
HCID 6342Acetonitrile용매
HCID 7237O-Xylene용매
HCID 8028Tetrahydrofuran용매
HCID 22180045THF tetrahydrofurane용매

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온도
10 °C

실험 절차

A 250 ml round bottom flask, equipped with a mechanical stirrer, thermometer, and nitrogen inlet, is charged with tetrahydrofuran THF (75.6 gm), 1-trimethylsiloxy-1-methoxy-2-methylpropene (7.0 gm, 0.0402M), xylene (1.0 gm), and tetrabutylammonium m-chlorobenzoate (400 μl of a 1.0M solution in acetonitrile). The flask is cooled to 10° C. Feed I consists of tetrahydrofuran (4.0 gm) and tetrabutylammonium m-chlorobenzoate (400 μl of a 1.0M solution). It is added over 50 minutes. Feed II is glycidyl methacrylate (17.3 gm, 0.122M). It is started simultaneously with the start of the feed I. Feed II is added over one minute. Feed III is 2-ethylhexyl methacrylate (40.7 gm, 0.206M). Feed III is started 9 minutes after feed I has begun. Feed III is added over 30 minutes. The temperature of the flask rises to about 41.0° C. After feed I is completed the flask is cooled to 10° C. Feed IV is glycidyl methacrylate (17.1 gm, 0.120M). It is started 8 minutes after feed I is completed. Feed IV is added over 1 minute. At 70 minutes of total reaction time (11 minutes after feed IV is completed) methanol (10.0 gm) is added to the flask.

후처리

  1. customA 250 ml round bottom flask, equipped with a mechanical stirrer
  2. additionIt is added over 50 minutes
  3. customrises to about 41.0° C
  4. temperatureis cooled to 10° C

출처 및 근거

ORD 기록
ord-a4a00c4dab1444919ec22db641660e9d
출처 데이터셋
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04940761

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