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Propylene Oxide → 4'-Heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenyl

HRID 2253718
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HRID 2253718 반응식
C1CCC(N=C=NC2CCCCC2)CC1.[C:16]([OH:22])(=[O:21])[CH2:17][CH2:18][CH2:19][CH3:20].[CH2:23]([O:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][C:40]([CH2:43][CH:44](O)[CH3:45])=[C:39]([F:47])[C:38]=2[F:48])=[CH:33][CH:32]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].C(OC1C=CC(C2C=CC=C(F)C=2F)=CC=1)CCCCCC.C1OC1C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:23]([O:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][C:40]([CH2:43][CH:44]([O:21][C:16](=[O:22])[CH2:17][CH2:18][CH2:19][CH3:20])[CH3:45])=[C:39]([F:47])[C:38]=2[F:48])=[CH:33][CH:32]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 6378Propylene OxideHCID 7991Pentanoic AcidHCID 10868DicyclohexylcarbodiimideHCID 191036002,3-Difluoro-4'-heptyloxybiphenylHCID 570678764'-Heptyloxy-2,3-difluoro-4(2-hydroxypropyl) biphenyl

생성물 1

HCID 145121694'-Heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenyl

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

At 0° C., 0.1 mol of DCC, dissolved in methylene chloride, is added with exclusion of moisture to a mixture of 0.1 mol of pentanoic acid, 0.1 mol of optically active 4'-heptyloxy-2,3-difluoro-4(2-hydroxypropyl) biphenyl [sic] (which can be prepared by customary metallation of 4'-heptyloxy-2,3-difluorobiphenyl and reaction with optically active propylene oxide) and a catalytic amount of DMAP in 200 ml of methylene chloride. When the addition is complete, the mixture is stirred at room temperature for 12 hours, the precipitate is filtered off with suction, and the product is worked up in a customary manner. The product is purified by chromatography, to give optically active 4'-heptyloxy-2,3-difluoro-4-(2-valeroyloxypropyl)biphenyl.

후처리

  1. additionWhen the addition
  2. filtrationthe precipitate is filtered off with suction
  3. customThe product is purified by chromatography

출처 및 근거

ORD 기록
ord-02bc538930974081b020a333345ec973
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05232624

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