| 摘要 |
<p>1,259,675. 2,3 - Disubstituted - levulinaldehydes. AMERICAN HOME PRODUCTS CORP. 10 Jan., 1969 [1 Feb., 1968; 4 Oct., 1968], No. 18719/71. Divided out of 1,259,673. Heading C2C. Novel 2,3 - disubstituted - levulinaldehydes of the formula wherein R<SP>1</SP> is 6-carboxyhexyl or 6-carbo- (C 1-7 alkoxy)hexyl and R<SP>2</SP> is 3-hydroxyoctyl or R<SP>1</SP> is 6-carboxyhexyl or 6-carbonethoxyhexyl and R<SP>2</SP> is 3-tetrahydropyran-2<SP>1</SP>-yloxyoctyl or R<SP>1</SP> is 6-carbethoxyhexyl and R<SP>2</SP> is 3-acetoxyoctyl are prepared by ozonizing the appropriate 1,3,4-trisubstituted-hex-1-ene of the formula when R is, for example, CH 3 and decomposing the resulting ozonide. Compounds in which R<SP>2</SP> is 3-hydroxyoctyl may be obtained by hydrolysing the corresponding compounds in which R<SP>2</SP> is 3 - tetrahydropyran - 2<SP>1 </SP>- yloxyoetyl. 8 - Acetyl - 12 - (tetrahydropyran - 2 - yloxyoxy)- 9 - (1 - propenyl)heptadecanoic acid methyl ester (I) is prepared from hexanal (II) by the following reaction sequence: I#oct - 1 - yn - 3 - ol # 2 - (oct - 1 - yn - 3 - yloxy)tetrahydropyran # 4 - (tetrahydro - pyran - 2 - yloxy) - 2- nonynal; diethyl acetal # 4 - hydroxy - 2- nonynal # 4 - (tetrahydropyran - 2 - yl - oxy)- 2 - nonynal # 4 - (tetrahydropyran - 2 - yloxy)- nonanal # 7 - (tetrahydropyran - 2 - yloxy) - 2- dodecyn - 4 - ol # 7 - (tetrahydropyran - 2- yloxy) - 2 - dodecyn - 4 - ol, methane sulphonate # 2 - acetyl - 2 - [1 - (1 - propynyl) - 4 - (tetrahydropyran - 2 - yloxy)nonyl] - nonanedioic acid, 1 - t - butyl ester, 9 - ethyl ester # 2 - acetyl - 2- [4 - hydroxy - 1 - (1 - propynyl) - nonyl]nonanedioic acid, 1 - t - butyl, 9 - ethyl ester # 2- acetyl - 2 - [4 - hydroxy - 1 - (1 - propynyl)nonyl]- nonanedioic acid, 1 - t - butyl, 9 - ethyl ester, acetate # 2 - acetyl - 2 - [4 - hydroxy - 1 - (1- propenyl) nonyl] nonanedioic acid, 1 - t - butyl ester, 9 - ethyl ester, acetate#8-acetyl - 12- hydroxy - 9 - (1 - propenyl)heptadecanoic acid, ethyl ester, acetate # 8 - acetyl - 12 - hydroxy- 9 - (1 - propenyl)heptadecanoic acid # 8- acetyl - 12 - hydroxy - 9 - (1 - propenyl)heptadecanoic acid, methyl ester # I. 2 - Acetylnonadioic acid, 1 - t - butyl ester, 9- ethyl ester is obtained by reacting t-butyl acetoacetate with sodium hydride and condensing the resulting anion formed thereby with ethyl 7- bromo-heptanoate.</p> |
