Dichlorodimethylsilane → Chloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilane

HRID 252682

반응식

HRID 252682 반응식
[CH3:1][CH:2]1[C:9]2[CH:8]=[CH:7][S:6][C:5]=2[CH:4]=[C:3]1[CH3:10].CC1C2C=CSC=2CC=1C.[Li]CCCC.[Cl:26][Si:27](Cl)([CH3:29])[CH3:28]>C1COCC1>[Cl:26][Si:27]([CH:4]1[C:5]2[S:6][CH:7]=[CH:8][C:9]=2[C:2]([CH3:1])=[C:3]1[CH3:10])([CH3:29])[CH3:28]

참가 물질

6

반응물 4

HCID 6398DichlorodimethylsilaneHCID 123075884,5-dimethyl-4H-cyclopenta[b]thiopheneHCID 668093064,5-dimethyl-6H-cyclopenta[b]thiopheneHCID 178418339Butyllithium

생성물 1

HCID 58526148Chloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Under an argon atmosphere, to a solution of 10.0 g (66.6 mmol) of a mixture of 4,5-dimethyl-4H-cyclopenta[b]thiophene and 4,5-dimethyl-6H-cyclopenta[b]thiophene in 150 ml of THF, 26.6 ml of 2.5 M (66.6 mmol) nBuLi in hexanes was added dropwise over 30 min at −60° C. This mixture was additionally stirred for 2 h at room temperature and then added dropwise over 3 h to a solution of 23.7 ml (25.2 g, 200 mmol) of dichlorodimethylsilane in 50 ml of THF. The resulting mixture was stirred for 12 h at ambient temperature and then evaporated to dryness. Fractional distillation gave a yellowish liquid, bp 83-85° C./0.2 mm Hg.

후처리

  1. stirringThe resulting mixture was stirred for 12 h at ambient temperature
  2. customevaporated to dryness
  3. distillationFractional distillation
  4. customgave a yellowish liquid, bp 83-85° C./0.2 mm Hg

출처 및 근거

ORD 기록
ord-52958a4728014a46b04216cade1f95b7
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868197B2

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