Hydrochloric Acid → HCID 9823687、化合物

HRID 2186552

反応式

HRID 2186552 の反応式
[CH2:1]([C:7]1[C:8](/[CH:21]=[CH:22]/[C:23]2[S:27][C:26]([C:28]([O:30]C)=[O:29])=[CH:25][CH:24]=2)=[CH:9][C:10]2[C:11]([CH3:20])([CH3:19])[CH2:12][CH2:13][C:14]([CH3:18])([CH3:17])[C:15]=2[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+].C1COCC1.Cl>C(O)C.O>[CH2:1]([C:7]1[C:8](/[CH:21]=[CH:22]/[C:23]2[S:27][C:26]([C:28]([OH:30])=[O:29])=[CH:25][CH:24]=2)=[CH:9][C:10]2[C:11]([CH3:19])([CH3:20])[CH2:12][CH2:13][C:14]([CH3:18])([CH3:17])[C:15]=2[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 86758178methyl (E)-5-[2-(3-hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-vinyl]-thiophene-2-carboxylate

生成物 1

HCID 9823687HCID 9823687、化合物収率 90.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
45 °C

実験手順

A solution of 1.084 g of methyl (E)-5-[2-(3-hexyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-vinyl]-thiophene-2-carboxylate (from Example 8.1) in 15 ml ethanol was treated with a solution of 2.77 g KOH in 8 ml H20, followed by the addition of 7 ml THF. The mixture was stirred at 45° C. for 2.5 hours. The reaction mixture was diluted with 40 ml water and acidified to pH 2 with HCl 25%. The mixture was extracted with 4 portions of 50 ml of ethyl acetate. The combined extracts were washed with 50 ml water and 50 ml of aqueous saturated sodium chloride solution. Drying (MgSO4), filtration and concentration in vacuo gave a pale yellow solid. Trituration in pentane and filtration afforded 952 mg of the title product as a pale yellow solid. M.p. 164-165° C.

後処理

  1. extractionThe mixture was extracted with 4 portions of 50 ml of ethyl acetate
  2. washThe combined extracts were washed with 50 ml water and 50 ml of aqueous saturated sodium chloride solution
  3. customDrying
  4. filtration(MgSO4), filtration and concentration in vacuo
  5. customgave a pale yellow solid
  6. filtrationTrituration in pentane and filtration

出典と根拠

ORDレコード
ord-6e63a5d210d9481eb8b147b7c1eb0ddf
出典データセット
uspto-grants-2002_06
特許番号
US06403810B2

関連ノート

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