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Acetyl chloride → 3-Trimethylsilyoxy-2-aza-1,3-butadiene

HRID 1728131
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HRID 1728131 반응식
[C:1]([Si:5]([CH3:22])([CH3:21])[O:6][CH2:7][CH2:8]OC1C(OC)=CC(I)=CC=1C=O)(C)(C)C.C([Si](C)(C)OCCOC1C=CC(I)=CC=1C=O)(C)(C)C.C[Si](N[Si](C)(C)C)(C)C.C([Li])CCC.C[Si](Cl)(C)C.[CH2:62]([N:64](CC)CC)C.C(Cl)(=O)C>>[CH3:1][Si:5]([CH3:22])([CH3:21])[O:6][C:7](=[CH2:8])[N:64]=[CH2:62]
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참가 물질

8

반응물 7

HCID 6367Acetyl chlorideHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 13838HexamethyldisilazaneHCID 57565907HCID 57565907, 화합물HCID 575659542-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-iodo-3-methoxy-benzaldehydeHCID 178418339Butyllithium

생성물 1

HCID 866175943-Trimethylsilyoxy-2-aza-1,3-butadiene

실험 절차

In a manner similar to the method described in example 190b, 2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-iodo-3-methoxy-benzaldehyde (4.58 g, 11 mmol) was used as the starting material in place of 2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-iodo-benzaldehyde to react with 1,1,3,3,3-hexamethyldisilazane (2.18 mL, 11 mmol), n-butyllithium (2.5 M, 4.2 mL, 11 mmol), trimethylsilyl chloride (1.33 mL, 10.5 mmol), triethylamine (1.9 mL, 13.6 mmol) and acetyl chloride (0.97 mL, 13.6 mmol) to give crude 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-iodo-3-methoxy-phenyl]-3-trimethylsilyoxy-2-aza-1,3-butadiene as a yellow gum and used for the next step without further purification.

출처 및 근거

ORD 기록
ord-ba20a7a29a0948d8bf855a5a7e4dcb97
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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