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

HRID 2253718
ノート
印刷プレビュー

反応式

HRID 2253718 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-02bc538930974081b020a333345ec973
出典データセット
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05232624

反応ノート

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