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Potassium Carbonate → 4-Ethyl-2-[2-(1,1-dimethylethyldimethylsilyloxy)-ethoxy]benzaldehyde

HRID 355274
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HRID 355274 반응식
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:10]=[O:11])=[C:7]([OH:9])[CH:8]=1)[CH3:2].[CH3:12][C:13]([Si:16]([CH3:22])([CH3:21])[O:17][CH2:18][CH2:19]Br)([CH3:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>C1COCC1>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:10]=[O:11])=[C:7]([O:9][CH2:19][CH2:18][O:17][Si:16]([C:13]([CH3:15])([CH3:14])[CH3:12])([CH3:22])[CH3:21])[CH:8]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 3608067(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 102360174-Ethyl-2-hydroxybenzaldehyde

생성물 1

HCID 189415974-Ethyl-2-[2-(1,1-dimethylethyldimethylsilyloxy)-ethoxy]benzaldehyde

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

This compound was prepared in a manner analogous to that of Step (b) of Example 1, using 17.0 grams (0.113 mole) of 5-ethyl-2-formylphenol, 27.7 grams (0.116 mole) of 2-(1,1-dimethylethyldimethylsilyloxy)ethyl bromide, 19.2 grams (0.139 mole) of potassium carbonate, and a catalytic amount of 18-crown-6 in 200 mL of THF. The yield of the subject compound was 12.7 grams, following purification by column chromatography on silica gel. The NMR spectrum was consistent with the proposed structure.

후처리

  1. customThis compound was prepared in a manner analogous to that of Step (b) of Example 1
  2. custompurification by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-c0fbdafd837e44cd8d95fec8f23caaa1
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USH0001759

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