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Phosphoric Acid → 2-(6-((5-(4-Chlorophenyl)isoxazol-3-yl)methoxy)-5-methylbenzo[b]thiophen-3-yl)acetic acid

HRID 1296070
ノート
印刷プレビュー

反応式

HRID 1296070 の反応式
C[O:2][C:3](=[O:29])[CH2:4][C:5]1[C:6]2[CH:13]=[C:12]([CH3:14])[C:11]([O:15][CH2:16][C:17]3[CH:21]=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=4)[O:19][N:18]=3)=[CH:10][C:7]=2[S:8][CH:9]=1.[OH-].[K+].OP(O)(O)=O>O1CCCC1>[CH3:14][C:12]1[C:11]([O:15][CH2:16][C:17]2[CH:21]=[C:20]([C:22]3[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=3)[O:19][N:18]=2)=[CH:10][C:7]2[S:8][CH:9]=[C:5]([CH2:4][C:3]([OH:29])=[O:2])[C:6]=2[CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1004Phosphoric AcidHCID 14797Potassium HydroxideHCID 69515759{5-Methyl-6-[5-(4-chloro-phenyl)-isoxazol-3-ylmethoxy]-benzo[b]thiophen-3-yl}-acetic acid methyl ester

生成物 1

HCID 225048432-(6-((5-(4-Chlorophenyl)isoxazol-3-yl)methoxy)-5-methylbenzo[b]thiophen-3-yl)acetic acid収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

実験手順

Compound 79A (0.03 g, 0.07 mmol) from the preceding step was dissolved in 2–3 mL of tetrahydrofuran, an equal volume of 2N KOH was added, and the mixture stirred at room temp. After 18 hours 75 mL of icewater was added and the mixture was acidified with H3PO4. After ˜30 min the precipitate was filtered off, rinsed 3× with water, and dried. The product was triturated in 4N HCl, allowed to stand for an hour, then filtered off, rinsed with water then ethanol, and dried to afford 0.01 g (99%) of the title compound as a white powder; mp 198–200° C. (dec). MS m/z 413 (M).

後処理

  1. additionAfter 18 hours 75 mL of icewater was added
  2. filtrationAfter ˜30 min the precipitate was filtered off
  3. washrinsed 3× with water
  4. customdried
  5. customThe product was triturated in 4N HCl
  6. waitto stand for an hour
  7. filtrationfiltered off
  8. washrinsed with water
  9. dry with materialethanol, and dried

出典と根拠

ORDレコード
ord-ae02ada0128f47008b4f111ee5f9d6e6
出典データセット
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07244763B2

反応ノート

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