Tetrahydrofuran → Silane, (chloromethyl)(4-ethoxyphenyl)dimethyl-

HRID 977913

반응식

HRID 977913 반응식
C1COCC1.Br[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[CH:9][CH:8]=1.[Cl:16][CH2:17][Si:18](Cl)([CH3:20])[CH3:19].C([Li])CCC>O.C(OCC)(=O)C>[Cl:16][CH2:17][Si:18]([CH3:20])([CH3:19])[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[CH:9][CH:8]=1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 685234-BromophenetoleHCID 74393Silane, chloro(chloromethyl)dimethyl-HCID 178418339Butyllithium

생성물 1

HCID 184717Silane, (chloromethyl)(4-ethoxyphenyl)dimethyl-수율 49.8%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
-78 °C

실험 절차

A mixture of 60 ml of THF, p-bromophenetole (9.7 gram) and chloromethyldimethylsilyl chloride (7.3 gram) was cooled in a dry ice/acetone bath. To the mixture was dropwise added 33 ml of 1.55M n-butyl lithium under an argon atmosphere. After stirring the mixture for additional 15 minutes at -78° C., the stirring was continued at room temperature for 30 minutes. The mixture was added with 6 ml of ethyl acetate and 30 ml of water, and extracted with ethyl ether. The ether extract was washed with saturated sodium chloride solution, dried, and concentrated. Distillation of the residue gave 5.5 gram of chloromethyldimethyl(4-ethoxyphenyl)silane. Physicochemical data of the product is listed in Table 3.

후처리

  1. temperaturewas cooled in a dry ice/acetone bath
  2. waitthe stirring was continued at room temperature for 30 minutes
  3. extractionextracted with ethyl ether
  4. extractionThe ether extract
  5. washwas washed with saturated sodium chloride solution
  6. customdried
  7. concentrationconcentrated
  8. distillationDistillation of the residue

출처 및 근거

ORD 기록
ord-b1065096d3b94e748a4c45e61f4fe559
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04663314

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