Acetylene → 1,1-Dimethoxy-oct-7-yne

반응식

[CH3:1][O:2][CH:3]([O:10][CH3:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]I.[CH:12]#[CH:13]>>[CH3:1][O:2][CH:3]([O:10][CH3:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:12]#[CH:13]

참가 물질

반응물 2

HCID 6326Acetylene

HCID 205268401,1-Dimethoxy-6-iodohexane

생성물 1

HCID 205268491,1-Dimethoxy-oct-7-yne수율 96%

실험 절차

Acetylene was bubbled through ca. 300 ml of liquid ammonia while 8.1 g (0.35 atom) of sodium was added in small pieces. After the disappearance of the blue color, dimethylsulfoxide (150 ml) was added cautiously. 1,1-Dimethoxy-6-iodohexane (81.6 g; 0.3 Mole) was then added over a period of 10 min. while acetylene was bubbled through the stirred mixture. The ammonia was allowed to evaporate and was replaced with ether. When the mixture had reached 0°, dilute NH4Cl solution was added. The organic layer was separated, washed with water, dried (Na2SO4), and evaporated. Distillation of the residue gave 48.9 g (96%) of 1,1-dimethoxy-oct-7-yne, b.p. 91°/8 Torr.

후처리

customAcetylene was bubbled through ca. 300 ml of liquid ammonia while 8.1 g (0.35 atom) of sodium
additionwas added in small pieces
additionAfter the disappearance of the blue color, dimethylsulfoxide (150 ml) was added cautiously
customwas bubbled through the stirred mixture
customto evaporate
customhad reached 0°
additiondilute NH4Cl solution was added
customThe organic layer was separated
washwashed with water
dry with materialdried (Na2SO4)
customevaporated
distillationDistillation of the residue

출처 및 근거

ORD 기록: ord-1bea7fb7f79a40a89d0046efcf100c59
출처 데이터셋: uspto-grants-1981_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04302607

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