Ethanol → Norgestrienone

HRID 1916156

반응식

N1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN(C=[O:11])C.[CH:12]1[C:24]2[CH:23]([CH2:25]N3CCCCC3)[C:22]3[C:17](=[CH:18][CH:19]=C[CH:21]=3)[C:16]=2[CH:15]=[CH:14][CH:13]=1.[CH2:32]([OH:34])[CH3:33]>>[CH3:2][C@@:3]12[C@:17]([OH:11])([C:18]#[CH:19])[CH2:16][CH2:15][C@H:14]1[C@H:13]1[C:6](=[C:22]3[C:23]([CH2:24][CH2:12]1)=[CH:25][C:32](=[O:34])[CH2:33][CH2:21]3)[CH:5]=[CH:4]2

참가 물질

반응물 4

HCID 702Ethanol

HCID 6228Dimethylformamide

HCID 8082Piperidine

HCID 128416891-(9-Fluorenylmethyl)piperidine

생성물 1

HCID 13313Norgestrienone

실험 절차

Piperidine (20 g) and DMF (20 g) were mixed. To a quantity of this solution (20 ml, 18.08 g) in a sample vial was added dry resin (20 mg), and the suspension gently agitated by passage of a stream of argon. After 50 min, the resin was allowed to settle. An aliquot of solution (1 ml) was diluted 50-fold with ethanol, and the absorbance measured at 301 nM [(N-(9-fluorenylmethyl)piperidine UV λmax. 267 nM (ε 17500), 290 (5800) and 301 (7800)]. Two separate determinations (averaged) gave A301=0.0785. The following equation: [c (mmol/g)=(OD×50×102)/7800] gave c=0.50 mmol/g (Meienhofer et al. 1979).

후처리

customTwo separate determinations (averaged)

출처 및 근거

ORD 기록: ord-fb1dbd46e52043d5913fd283a65a2feb
출처 데이터셋: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08618054B2

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