Ethanol → Tert-butyl 5-(6-hydroxynaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

HRID 2389047

反応式

HRID 2389047 の反応式
[C:1]([O:5][C:6](=[O:34])[NH:7][C:8]1([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:26]CC4C=CC=CC=4)[CH:22]=3)[CH:17]=2)[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(O)C>[OH-].[OH-].[Pd+2]>[OH:26][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][CH:20]=1)[CH:17]=[C:16]([C:8]1([NH:7][C:6](=[O:34])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]1)[CH:25]=[CH:24]2

参加物

4

反応物 2

HCID 702EthanolHCID 67424008tert-Butyl (5-(6-(benzyloxy)naphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-yl)carbamate

生成物 1

HCID 44228963Tert-butyl 5-(6-hydroxynaphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate収率 95.3%

試薬・触媒・溶媒 1

HCID 9942167Palladium hydroxide触媒

実験手順

[5-(6-Benzyloxy-naphthalen-2-yl)-2,2-dimethyl-1,3-dioxinan-5-yl]-carbamic acid tert-butyl ester (1.19 g, 0.00257 mol) and 20% Pd(OH)2 on carbon (20:80, palladium hydroxide:carbon black, 0.243 g; Aldrich) was suspended in ethanol (200 mL, 3 mol; Fisher), purged with N2 then stirred under H2 (balloon) at r.t. overnight. LCMS showed partial conversion. The mixture was transferred to a pressure vessel and continuously stirred under 50 psi of H2 for one day. The mixture was filtered, evaporated and dried in high vacuum to give a solid product (0.914 g, yield 95.3%).

後処理

  1. custompurged with N2
  2. customThe mixture was transferred to a pressure vessel
  3. stirringcontinuously stirred under 50 psi of H2 for one day
  4. filtrationThe mixture was filtered
  5. customevaporated
  6. customdried in high vacuum

出典と根拠

ORDレコード
ord-bbc12533d88841dba0099f2dfb6d833d
出典データセット
uspto-grants-2012_09
特許番号
US08269043B2

関連ノート

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